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UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549
_________________________________
Form 10-Q
(Mark One)
QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
 For the quarterly period endedDecember 31, 2021
or
TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
 For the transition period from               to               
Commission file number 000-51539
_________________________________
Cimpress plc

(Exact Name of Registrant as Specified in Its Charter)
_________________________________
Ireland98-0417483
(State or Other Jurisdiction of
Incorporation or Organization)
(I.R.S. Employer
Identification No.)
Building D, Xerox Technology Park A91 H9N9,
Dundalk, Co. Louth
Ireland
(Address of Principal Executive Offices)
Registrant’s telephone number, including area code: 353 42 938 8500
Securities Registered Pursuant to Section 12(b) of the Act:
Title of Each ClassTrading Symbol(s) Name of Exchange on Which Registered
Ordinary Shares, nominal value of €0.01 per shareCMPR NASDAQ Global Select Market
______________________________
    Securities registered pursuant to Section 12(g) of the Act: None
Indicate by check mark whether the registrant: (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange     Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days.  Yes þ     No o
Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S-T (§ 232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit such files).  Yes þ     No o
Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, smaller reporting company, or an emerging growth company. See definitions of "large accelerated filer," "accelerated filer," "smaller reporting company," and "emerging growth company" in Rule 12b-2 of the Exchange Act.
Large accelerated filer
  þ
Accelerated filerNon-accelerated filer
 Smaller reporting company
Emerging growth company
If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. o 
Indicate by check mark whether the registrant is a shell company (as defined in Exchange Act Rule 12b-2).  Yes      No þ
As of January 24, 2022, there were 26,101,248 Cimpress plc ordinary shares outstanding.




CIMPRESS PLC
QUARTERLY REPORT ON FORM 10-Q
For the Three and Six Months Ended December 31, 2021

TABLE OF CONTENTS
Page
PART I FINANCIAL INFORMATION
Item 1. Financial Statements (unaudited)
Consolidated Balance Sheets as of December 31, 2021 and June 30, 2021
Consolidated Statements of Operations for the three and six months ended December 31, 2021 and 2020
Consolidated Statements of Comprehensive Income for the three and six months ended December 31, 2021 and 2020
Consolidated Statements of Shareholders' Deficit for the three and six months ended December 31, 2021 and 2020
Consolidated Statements of Cash Flows for the six months ended December 31, 2021 and 2020
Notes to Consolidated Financial Statements
Item 2. Management's Discussion and Analysis of Financial Condition and Results of Operations
Item 3. Quantitative and Qualitative Disclosures About Market Risk
Item 4. Controls and Procedures
PART II OTHER INFORMATION
Item 1A. Risk Factors
Item 6. Exhibits
Signatures




PART I. FINANCIAL INFORMATION
Item 1. Financial Statements
CIMPRESS PLC
CONSOLIDATED BALANCE SHEETS
(unaudited in thousands, except share and per share data)
December 31,
2021
June 30,
2021
Assets  
Current assets:  
Cash and cash equivalents$231,159 $183,023 
Marketable securities147,199 152,248 
Accounts receivable, net of allowances of $7,055 and $9,404, respectively
61,537 50,679 
Inventory96,656 70,044 
Prepaid expenses and other current assets94,000 72,504 
Total current assets630,551 528,498 
Property, plant and equipment, net301,909 328,679 
Operating lease assets, net82,413 87,626 
Software and website development costs, net90,431 87,690 
Deferred tax assets138,805 149,618 
Goodwill783,159 726,979 
Intangible assets, net180,960 186,744 
Marketable securities, non-current27,693 50,713 
Other assets39,456 35,951 
Total assets$2,275,377 $2,182,498 
Liabilities, noncontrolling interests and shareholders’ deficit 
Current liabilities: 
Accounts payable$271,430 $199,831 
Accrued expenses260,930 247,513 
Deferred revenue57,521 50,868 
Short-term debt11,217 9,895 
Operating lease liabilities, current28,522 26,551 
Other current liabilities75,599 103,515 
Total current liabilities705,219 638,173 
Deferred tax liabilities23,161 27,433 
Long-term debt1,707,052 1,732,511 
Operating lease liabilities, non-current59,444 66,222 
Other liabilities78,522 96,410 
Total liabilities2,573,398 2,560,749 
Commitments and contingencies (Note 13)
Redeemable noncontrolling interests84,783 71,120 
Shareholders’ deficit: 
Preferred shares, nominal value €0.01 per share, 100,000,000 shares authorized; none issued and outstanding  
Ordinary shares, nominal value €0.01 per share, 100,000,000 shares authorized; 44,080,627 shares issued; 26,100,345 and 26,035,910 shares outstanding, respectively
615 615 
Deferred ordinary shares, nominal value €1.00 per share, 25,000 shares authorized, issued and outstanding28 28 
Treasury shares, at cost, 17,980,282 and 18,044,717 shares, respectively
(1,364,336)(1,368,595)
Additional paid-in capital476,002 459,904 
Retained earnings562,214 530,159 
Accumulated other comprehensive loss(57,327)(71,482)
Total shareholders' deficit(382,804)(449,371)
Total liabilities, noncontrolling interests and shareholders’ deficit$2,275,377 $2,182,498 
See accompanying notes.
1


CIMPRESS PLC
CONSOLIDATED STATEMENTS OF OPERATIONS
(unaudited in thousands, except share and per share data)
 Three Months Ended December 31, Six Months Ended December 31,
 2021202020212020
Revenue$849,716 $780,904 $1,507,315 $1,367,404 
Cost of revenue (1)423,937 380,738 762,926 679,582 
Technology and development expense (1)70,267 65,036 137,544 123,525 
Marketing and selling expense (1)208,616 182,322 383,313 320,472 
General and administrative expense (1)46,726 42,979 93,274 84,791 
Amortization of acquired intangible assets13,882 13,453 27,340 26,758 
Restructuring expense307 2,182 (2)2,096 
Income from operations85,981 94,194 102,920 130,180 
Other income (expense), net12,839 (17,198)26,009 (25,952)
Interest expense, net(25,369)(30,141)(51,057)(60,657)
Income before income taxes73,451 46,855 77,872 43,571 
Income tax expense17,298 12,954 26,679 19,748 
Net income 56,153 33,901 51,193 23,823 
Add: Net (income) attributable to noncontrolling interest(1,364)(1,614)(3,102)(2,291)
Net income attributable to Cimpress plc$54,789 $32,287 $48,091 $21,532 
Basic net income per share attributable to Cimpress plc$2.10 $1.24 $1.84 $0.83 
Diluted net income per share attributable to Cimpress plc$2.08 $1.22 $1.82 $0.82 
Weighted average shares outstanding — basic26,096,786 26,003,649 26,084,518 25,974,823 
Weighted average shares outstanding — diluted26,402,703 26,384,460 26,493,258 26,390,273 
____________________________________________
(1) Share-based compensation is allocated as follows:
 Three Months Ended December 31, Six Months Ended December 31,
 2021202020212020
Cost of revenue$127 $34 $243 $134 
Technology and development expense3,355 1,215 6,258 3,406 
Marketing and selling expense2,798 754 5,475 2,439 
General and administrative expense6,225 3,240 11,535 7,547 

See accompanying notes.
2


CIMPRESS PLC
CONSOLIDATED STATEMENTS OF COMPREHENSIVE INCOME
(unaudited in thousands)
Three Months Ended December 31, Six Months Ended December 31,
2021202020212020
Net income $56,153 $33,901 $51,193 $23,823 
Other comprehensive income, net of tax:
Foreign currency translation gains, net of hedges3,542 13,946 3,359 14,763 
Net unrealized (losses) gains on derivative instruments designated and qualifying as cash flow hedges(2,498)3,802 (4,423)7,638 
Amounts reclassified from accumulated other comprehensive loss to net income on derivative instruments7,768 (3,226)13,314 (5,297)
Gain (loss) on pension benefit obligation, net444  444 (336)
Comprehensive income65,409 48,423 63,887 40,591 
Add: Comprehensive income attributable to noncontrolling interests(760)(2,877)(1,641)(4,980)
Total comprehensive income attributable to Cimpress plc$64,649 $45,546 $62,246 $35,611 
See accompanying notes.
3


CIMPRESS PLC
CONSOLIDATED STATEMENTS OF SHAREHOLDERS' DEFICIT
(unaudited in thousands)
Ordinary SharesDeferred Ordinary SharesTreasury Shares
Number of
Shares
Issued
AmountNumber of
Shares
Issued
AmountNumber
of
Shares
AmountAdditional
Paid-in
Capital
Retained
Earnings
Accumulated Other
Comprehensive
Loss
Total
Shareholders’
Deficit
Balance at June 30, 202044,080 $615 25 $28 (18,195)$(1,376,496)$438,616 $618,437 $(88,676)$(407,476)
Restricted share units vested, net of shares withheld for taxes— — — — 118 7,773 (13,366)— — (5,593)
Share-based compensation expense— — — — — — 8,577 — — 8,577 
Net loss attributable to Cimpress plc— — — — — — — (10,755)— (10,755)
Net unrealized gain on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — 1,765 1,765 
Foreign currency translation, net of hedges— — — — — — — — (609)(609)
Unrealized loss on pension benefit obligation, net of tax— — — — — — — — (336)(336)
Balance at September 30, 202044,080 $615 25 $28 (18,077)$(1,368,723)$433,827 $607,682 $(87,856)$(414,427)
Share-based compensation expense— — — — — — 5,036 — — 5,036 
Net income attributable to Cimpress plc— — — — — — — 32,287 — 32,287 
Redeemable noncontrolling interest accretion to redemption value— — — — — — — (1,086)— (1,086)
Net unrealized gain on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — 576 576 
Foreign currency translation, net of hedges— — — — — — — — 12,683 12,683 
Balance at December 31, 202044,080 $615 25 $28 (18,077)$(1,368,723)$438,863 $638,883 $(74,597)$(364,931)
See accompanying notes.





4



CIMPRESS PLC
CONSOLIDATED STATEMENTS OF SHAREHOLDERS' DEFICIT (CONTINUED)
(unaudited in thousands)

Ordinary SharesDeferred Ordinary SharesTreasury Shares
Number of
Shares
Issued
AmountNumber of
Shares
Issued
AmountNumber
of
Shares
AmountAdditional
Paid-in
Capital
Retained
Earnings
Accumulated Other
Comprehensive
Loss
Total
Shareholders’
Deficit
Balance at June 30, 202144,080 $615 25 $28 (18,045)$(1,368,595)$459,904 $530,159 $(71,482)$(449,371)
Restricted share units vested, net of shares withheld for taxes— — — — 54 3,516 (6,095)— — (2,579)
Share-based compensation expense— — — — — — 11,129 — — 11,129 
Net income attributable to Cimpress plc— — — — — — — (6,698)— (6,698)
Redeemable noncontrolling interest accretion to redemption value— — — — — — — (7,592)— (7,592)
Net unrealized gain on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — 3,621 3,621 
Foreign currency translation, net of hedges— — — — — — — — 674 674 
Balance at September 30, 202144,080 $615 25 $28 (17,991)$(1,365,079)$464,938 $515,869 $(67,187)$(450,816)
Restricted share units vested, net of shares withheld for taxes— — — — 11 743 (1,062)— — (319)
Share-based compensation expense— — — — — — 12,398 — — 12,398 
Net income attributable to Cimpress plc— — — — — — — 54,789 — 54,789 
Redeemable noncontrolling interest accretion to redemption value— — — — — — — (8,444)— (8,444)
Purchase of noncontrolling interest— — — — — — (272)— — (272)
Net unrealized gain on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — 5,270 5,270 
Foreign currency translation, net of hedges— — — — — — — — 4,146 4,146 
Unrealized gain on pension benefit obligation, net of tax— — — — — — — — 444 444 
Balance at December 31, 202144,080 $615 25 $28 (17,980)$(1,364,336)$476,002 $562,214 $(57,327)$(382,804)
See accompanying notes.
5


CIMPRESS PLC
CONSOLIDATED STATEMENTS OF CASH FLOWS
(unaudited in thousands)

Six Months Ended December 31,
 20212020
Operating activities  
Net income $51,193 $23,823 
Adjustments to reconcile net income to net cash provided by operating activities:  
Depreciation and amortization89,746 85,887 
Share-based compensation expense23,511 13,526 
Deferred taxes3,977 2,681 
Unrealized (gain) loss on derivatives not designated as hedging instruments included in net income(23,020)32,545 
Effect of exchange rate changes on monetary assets and liabilities denominated in non-functional currency(6,302)(3,132)
Other non-cash items(1,699)4,829 
Changes in operating assets and liabilities:
Accounts receivable(13,102)(14,259)
Inventory(23,327)510 
Prepaid expenses and other assets(9,969)78 
Accounts payable69,318 60,800 
Accrued expenses and other liabilities19,585 48,880 
Net cash provided by operating activities179,911 256,168 
Investing activities  
Purchases of property, plant and equipment(26,539)(16,790)
Business acquisitions, net of cash acquired(68,946)(36,395)
Capitalization of software and website development costs(32,134)(26,445)
Proceeds from the sale of assets25,835 3,372 
Proceeds from maturity of held-to-maturity investments27,000 — 
Payments for settlement of derivatives designated as hedging instruments(1,880) 
Other investing activities(617)(419)
Net cash used in investing activities(77,281)(76,677)
Financing activities
Proceeds from borrowings of debt  301,000 
Payments of debt(7,671)(472,469)
Payments of debt issuance costs(1,435)(1,051)
Payments of purchase consideration included in acquisition-date fair value (648)
Payments of withholding taxes in connection with equity awards(2,898)(5,592)
Payments of finance lease obligations(33,107)(3,275)
Purchase of noncontrolling interests(324)(5,063)
Distribution to noncontrolling interest(3,963)(4,599)
Other financing activities41 (57)
Net cash used in financing activities(49,357)(191,754)
Effect of exchange rate changes on cash(5,137)4,125 
Net increase (decrease) in cash and cash equivalents48,136 (8,138)
Cash and cash equivalents at beginning of period183,023 45,021 
Cash and cash equivalents at end of period$231,159 $36,883 
Supplemental disclosures of cash flow information
Cash paid during the period for:
Interest$49,687 $58,299 
Income taxes15,825 4,991 
Non-cash investing and financing activities
Property and equipment acquired under finance leases3,596 150 
Amounts accrued related to property, plant and equipment9,818 7,990 
Amounts accrued related to capitalized software development costs475 2,719 
Amounts accrued related to business acquisitions52,677 45,369 
See accompanying notes.
6


CIMPRESS PLC
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(unaudited in thousands, except share and per share data)

1. Description of the Business
Cimpress is a strategically focused group of more than a dozen businesses that specialize in mass customization, via which we deliver large volumes of individually small-sized customized orders for a broad spectrum of print, signage, photo merchandise, invitations and announcements, writing instruments, packaging, apparel and other categories. We invest in and build customer-focused, entrepreneurial mass customization businesses for the long term, which we manage in a decentralized, autonomous manner. Mass customization is a core element of the business model of each Cimpress business. We drive competitive advantage across Cimpress through a select few shared strategic capabilities that have the greatest potential to create Cimpress-wide value. We limit all other central activities to only those which absolutely must be performed centrally.
In October 2021 our Vistaprint business and reportable segment began evolving its brand architecture to "Vista". Brands like "VistaPrint", "VistaCreate", "99designs by Vista", and "Vista Corporate Solutions" now operate within the "Vista" architecture. This move should help open customers' minds to allow us to serve a broader set of their needs across a wide range of products and solutions that includes design, social media and web presence as well as print. No changes were made to our internal organizational or reporting structure as a result of this rebranding, but we we now refer to this reportable segment as "Vista".
2. Summary of Significant Accounting Policies
Basis of Presentation

The consolidated financial statements include the accounts of Cimpress plc, its wholly owned subsidiaries, entities in which we maintain a controlling financial interest, and those entities in which we have a variable interest and are the primary beneficiary. Intercompany balances and transactions have been eliminated. Investments in entities in which we cannot exercise significant influence, and for which the related equity securities do not have a readily determinable fair value, are included in other assets on the consolidated balance sheets; otherwise the investments are recognized by applying equity method accounting. Our equity method investments are included in other assets on the consolidated balance sheets.
Use of Estimates

The preparation of financial statements in conformity with U.S. generally accepted accounting principles (“GAAP”) requires management to make estimates and assumptions that affect the amounts reported in the consolidated financial statements and accompanying notes. We believe our most significant estimates are associated with the ongoing evaluation of the recoverability of our long-lived assets and goodwill, estimated useful lives of assets, share-based compensation, accounting for business combinations, and income taxes and related valuation allowances, among others. By their nature, estimates are subject to an inherent degree of uncertainty. Actual results could differ from those estimates.
Significant Accounting Policies
Our significant accounting policies are described in Note 2 in our consolidated financial statements included in the Form 10-K for our year ended June 30, 2021.


7


Revision of Prior Period Financial Statements
Foreign Currency Gains Associated with Intercompany Loan Hedge
During the quarter ended December 31, 2021, we identified an error related to the recognition of foreign currency gains that were included in other income (expense), net within our consolidated statements of operations, associated with a net investment hedge. In May 2021, we designated a €300,000 intercompany loan as a net investment hedge to hedge the risk of changes in the U.S. dollar equivalent value of a portion of our net investment in one of our consolidated subsidiaries that has the Euro as its functional currency. As this hedging instrument was designated as a net investment hedge, all foreign currency gains and losses should be recognized in accumulated other comprehensive loss as part of currency translation adjustment. For the year ended June 30, 2021 and three months ended September 30, 2021, we incorrectly recognized $7,518 and $9,027, respectively, of gains in other income (expense), net. This error overstated other income (expense), net; income (loss) before income taxes; and net income for both periods but did not have an impact on cash provided by operating activities, since it is a non-cash currency item. Included below are the revisions made for each period presented.
Consolidated Balance SheetsAs of September 30, 2021
ReportedAdjustmentsRevised
Accumulated other comprehensive loss$(83,732)$16,545 $(67,187)
Retained earnings532,414 (16,545)515,869 
As of June 30, 2021
ReportedAdjustmentsRevised
Accumulated other comprehensive loss$(79,000)$7,518 $(71,482)
Retained earnings537,677 (7,518)530,159 
Consolidated Statements of OperationsThree months ended
September 30, 2021
ReportedAdjustmentsRevised
Other income (expense), net$22,197 $(9,027)$13,170 
Income (loss) before income taxes13,448 (9,027)4,421 
Net income (loss)4,067 (9,027)(4,960)
Net income (loss) attributable to Cimpress plc2,329 (9,027)(6,698)
Net income (loss) per share attributable to Cimpress plc:
Basic$0.09 $(0.35)$(0.26)
Diluted$0.09 $(0.35)$(0.26)
Consolidated Statements of Comprehensive LossThree months ended
September 30, 2021
ReportedAdjustmentsRevised
Net income (loss)$4,067 $(9,027)$(4,960)
Foreign currency translation losses, net of hedges(9,210)9,027 (183)
Consolidated Statements of Shareholders' DeficitThree months ended
September 30, 2021
ReportedAdjustmentsRevised
Net income (loss) attributable to Cimpress plc$2,329 $(9,027)$(6,698)
Foreign currency translation, net of hedges(8,353)9,027 674 
Consolidated Statements of Cash FlowsThree months ended
September 30, 2021
ReportedAdjustmentsRevised
Net income (loss)$4,067 $(9,027)$(4,960)
Effect of exchange rate changes on monetary assets and liabilities denominated in non-functional currency(8,853)9,027 174 

8


Consolidated Statements of OperationsYear ended
June 30, 2021
ReportedAdjustmentsRevised
Other income (expense), net$(11,835)$(7,518)$(19,353)
Loss before income taxes(56,036)(7,518)(63,554)
Net loss(74,939)(7,518)(82,457)
Net loss attributable to Cimpress plc(77,711)(7,518)(85,229)
Net loss per share attributable to Cimpress plc:
Basic$(2.99)$(0.29)$(3.28)
Diluted$(2.99)$(0.29)$(3.28)
Consolidated Statements of Comprehensive (Loss) IncomeYear ended
June 30, 2021
ReportedAdjustmentsRevised
Net loss$(74,939)$(7,518)$(82,457)
Foreign currency translation losses, net of hedges5,397 7,518 12,915 
Consolidated Statements of Shareholders' Equity (Deficit)Year ended
June 30, 2021
ReportedAdjustmentsRevised
Net loss attributable to Cimpress plc$(77,711)$(7,518)$(85,229)
Foreign currency translation, net of hedges3,765 7,518 11,283 
Consolidated Statements of Cash FlowsYear ended
June 30, 2021
ReportedAdjustmentsRevised
Net loss$(74,939)$(7,518)$(82,457)
Effect of exchange rate changes on monetary assets and liabilities denominated in non-functional currency(7,278)7,518 240 
Presentation of Revenue and Cost of Revenue
During the first quarter of fiscal 2022, we identified an immaterial error related to the presentation of revenue for one-to-one design service arrangements that overstated revenue and cost of revenue for the period from October 1, 2020 through June 30, 2021. On October 1, 2020 we acquired the 99designs business, which is presented as part of our Vista reportable segment, and after acquisition we recognized revenue on a gross basis as if we were the principal to the transactions. During the first quarter of fiscal 2022, we reconsidered the guidance of ASC 606-10-55-39 and confirmed we are the principal for contest arrangements; however, the one-to-one design service portion of 99designs revenue is governed by different terms and conditions. We evaluated whether we have control over these services before the design is transferred to the customer, as we leverage a network of third-party designers to fulfill this offering. The pricing and fulfillment responsibility aspects of the one-to-one design arrangements led us to conclude we are an agent to these specific transactions.
The revision for the three and six months ended December 31, 2020 is summarized in the table below.
Consolidated Statements of OperationsThree months ended
December 30, 2020
ReportedAdjustmentsRevised
Revenue$786,145 $(5,241)$780,904 
Cost of revenue385,979 (5,241)380,738 
Six months ended
December 31, 2020
ReportedAdjustmentsRevised
Revenue$1,372,645 $(5,241)$1,367,404 
Cost of revenue684,823 (5,241)679,582 
9


The impact of this revision will result in a decrease to revenue and cost of revenue for the third quarter of fiscal 2021 of $5,489 and for fiscal year 2021 of $16,552.
Management assessed the materiality of the misstatements described above on prior period financial statements in accordance with SEC Staff Accounting Bulletin (“SAB” No. 99, Materiality, codified in ASC 250-10, Accounting Changes and Error Corrections ("ASC 250") and ASC 250 (SAB No. 108, Considering the Effects of Prior Year Misstatements when Quantifying Misstatements in Current Year Financial Statements) and concluded that these misstatements were not material to any prior annual or interim periods.
Purchase and Sale of Leased Facility
During the current quarter, we paid $27,885 to exercise the purchase option available for one of our leased facilities, resulting in a $23,534 decrease in the current portion of our finance lease obligations. We immediately sold this facility to a separate third party for $23,226. Due to an impairment charge recognized during the third quarter of fiscal 2021 that resulted from triggering events that assumed a less advantageous sublease scenario than the current-quarter sale, we recognized a $3,324 gain on the sale of the asset within general and administrative expense on our consolidated statement of operations during the three and six months ended December 31, 2021.
For the six months ended December 31, 2021, our consolidated statement of cash flows includes a $3,324 noncash adjustment within cash provided by operating activities to eliminate the gain described above, a $23,226 cash inflow for the sale of the facility presented as an investing activity, and a $27,885 cash outflow for the exercise of the purchase option presented as a financing activity.
Marketable Securities
We hold certain investments that are classified as held-to-maturity (HTM) as we have the intent and ability to hold them to their maturity dates. Our policy is to invest in the following permitted classes of assets: overnight money market funds invested in U.S. Treasury securities and U.S. government agency securities, U.S. Treasury securities-specifically U.S. Treasury bills, notes, and bonds, U.S. government agency securities, bank time deposits, commercial paper, corporate notes and bonds, and medium term notes. We generally invest in securities with a maturity of two years or less. As the investments are classified as held-to-maturity they are recorded at amortized cost and interest income is recorded as it is earned within interest expense, net.
We will continue to assess our securities for impairment when the fair value is less than amortized cost to determine if any risk of credit loss exists. As our intent is to hold the securities to maturity, we must assess whether any credit losses related to our investments are recoverable and determine if it is more likely than not that we will be required to sell the security before recovery of its amortized cost basis. We did not record an allowance for credit losses and we recognized no impairments for these marketable securities during the three and six months ended December 31, 2021, and we held no marketable securities during the prior comparative periods.
The following is a summary of the net carrying amount, unrealized losses, and fair value of held-to-maturity securities by type and contractual maturity as of December 31, 2021 and June 30, 2021.

December 31, 2021
Amortized costUnrealized lossesFair value
Due within one year or less:
Commercial paper$47,490 $(12)$47,478 
Corporate debt securities99,709 (102)99,607 
Total due within one year or less147,199 (114)147,085 
Due between one and two years:
Corporate debt securities27,693 (126)27,567 
Total held-to-maturity securities$174,892 $(240)$174,652 

10


June 30, 2021
Amortized costUnrealized lossesFair value
Due within one year or less:
Commercial paper$74,463 $(28)$74,435 
Corporate debt securities77,785 (57)77,728 
Total due within one year or less152,248 (85)152,163 
Due after one year through two years:
Corporate debt securities50,713 (90)50,623 
Total held-to-maturity securities$202,961 $(175)$202,786 
Other Income (Expense), Net
The following table summarizes the components of other income (expense), net:
 Three Months Ended December 31, Six Months Ended December 31,
2021202020212020
Gains (losses) on derivatives not designated as hedging instruments (1)$6,481 $(19,020)$19,808 $(32,515)
Currency-related gains, net (2)(3)5,551 1,809 5,874 5,884 
Other gains807 13 327 679 
Total other income (expense), net$12,839 $(17,198)$26,009 $(25,952)
_____________________
(1) Primarily relates to both realized and unrealized gains and losses on derivative currency forward and option contracts not designated as hedging instruments, as well as certain interest rate swap contracts that have been de-designated from hedge accounting due to their ineffectiveness.
(2) We have significant non-functional currency intercompany financing relationships that we may change at times and are subject to currency exchange rate volatility. The currency-related gains, net are primarily driven by this intercompany activity for the periods presented. In addition, we have certain cross-currency swaps designated as cash flow hedges which hedge the remeasurement of certain intercompany loans; both are presented in the same component above. Unrealized gains related to cross-currency swaps were $3,067 and $6,356 during the three and six months ended December 31, 2021, respectively, while there were unrealized losses of $6,085 and $11,522 during the three and six months ended December 31, 2020, respectively.
(3) During the second quarter of fiscal year 2022, we identified an immaterial error and revised our previously reported results to reduce the gains presented above by $9,027 for the six months ended December 31, 2021. Refer to the "Revision of Prior Period Financial Statements" section above for additional details.
Net Income Per Share Attributable to Cimpress plc
Basic net income per share attributable to Cimpress plc is computed by dividing net income attributable to Cimpress plc by the weighted-average number of ordinary shares outstanding for the respective period. Diluted net income per share attributable to Cimpress plc gives effect to all potentially dilutive securities, including share options, restricted share units (“RSUs”), warrants, and performance share units ("PSUs"), if the effect of the securities is dilutive using the treasury stock method. Awards with performance or market conditions are included using the treasury stock method only if the conditions would have been met as of the end of the reporting period and their effect is dilutive.
The following table sets forth the reconciliation of the weighted-average number of ordinary shares:
 Three Months Ended December 31, Six Months Ended December 31,
 2021202020212020
Weighted average shares outstanding, basic26,096,786 26,003,649 26,084,518 25,974,823 
Weighted average shares issuable upon exercise/vesting of outstanding share options/RSUs/warrants (1)305,917 380,811 408,740 415,450 
Shares used in computing diluted net income per share attributable to Cimpress plc26,402,703 26,384,460 26,493,258 26,390,273 
Weighted average anti-dilutive shares excluded from diluted net income per share attributable to Cimpress plc567,220 3,129 292,834 1,565 
___________________
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(1) On May 1, 2020, we entered into a financing arrangement with Apollo Global Management, Inc., which included 7-year warrants with a strike price of $60 that have a potentially dilutive impact on our weighted average shares outstanding. For the three and six months ended December 31, 2021, the weighted average dilutive effect of the warrants was 281,884 and 345,722 shares, respectively, as compared to 318,191 and 317,224 shares for the three and six months ended December 31, 2020, respectively.
Recently Issued or Adopted Accounting Pronouncements
Adopted Accounting Standards
In October 2021, the FASB issued Accounting Standards Update No. 2021-08 "Business Combinations (Topic 805) — Accounting for Contract Assets and Contract Liabilities from Contracts with Customers" (ASU 2021-08), which provides authoritative guidance for the accounting of acquired contract assets and liabilities when an acquired company has applied ASC 606 - Revenue from Contracts with Customers. We early adopted the standard in the current quarter, which allowed us to record the deferred revenue contract liability as it relates to our acquisition of Depositphotos at carrying value. Refer to Note 7 for additional information relating to our Depositphotos acquisition. The impact of this adoption did not have a material effect on our consolidated financial statements.
In July 2021, the FASB issued Accounting Standards Update No. 2021-08 "Leases (Topic 842): Lessors – Certain Leases with Variable Lease Payments. We early adopted the standard in the current quarter, which provides the option for lessors to classify direct-financing or sales-type leases as operating leases if a loss would have been incurred at lease commencement when considering non-indexed variable lease payments in the classification test. We sublease a small number of equipment assets which are classified as direct-financing leases; the variable lease payments associated with these leases would not have created a loss on day one. Therefore, the impact of this adoption had no effect on our consolidated financial statements.
Issued Accounting Standards to be Adopted
In May 2021, the FASB issued Accounting Standards Update No. 2021-04 "Earnings Per Share (Topic 260), Debt—Modifications and Extinguishments (Subtopic 470-50), Compensation—Stock Compensation (Topic 718), and Derivatives and Hedging—Contracts in Entity’s Own Equity (Subtopic 815-40)" (ASU 2021-04), which provides authoritative guidance for the accounting treatment of modifications or exchanges of freestanding equity-classified written call options (for example, warrants) that remain equity classified after modification or exchange. The standard is effective for us on July 1, 2022, and early adoption is permitted. We are assessing the impact on our consolidated financial statements.

3. Fair Value Measurements
We use a three-level valuation hierarchy for measuring fair value and include detailed financial statement disclosures about fair value measurements. The valuation hierarchy is based upon the transparency of inputs to the valuation of an asset or liability as of the measurement date. The three levels are defined as follows:
Level 1: Inputs to the valuation methodology are quoted prices (unadjusted) for identical assets or liabilities in active markets.
Level 2: Inputs to the valuation methodology include quoted prices for similar assets and liabilities in active markets, quoted prices for identical or similar assets in markets that are not active and inputs that are observable for the asset or liability, either directly or indirectly, for substantially the full term of the financial instrument.
Level 3: Inputs to the valuation methodology are unobservable and significant to the fair value measurement.
A financial instrument’s categorization within the valuation hierarchy is based upon the lowest level of input that is significant to the fair value measurement. The following tables summarize our assets and liabilities that are measured at fair value on a recurring basis and are categorized using the fair value hierarchy:
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 December 31, 2021
TotalQuoted Prices in
Active
Markets for
Identical Assets
(Level 1)
Significant Other
Observable Inputs
(Level 2)
Significant
Unobservable
Inputs
(Level 3)
Assets
Cross-currency swap contracts$1,858 $— $1,858 $— 
Currency forward contracts11,688 — 11,688 — 
Currency option contracts3,100 — 3,100 — 
Total assets recorded at fair value$16,646 $— $16,646 $— 
Liabilities
Interest rate swap contracts$(16,541)$— $(16,541)$— 
Cross-currency swap contracts(5,246)— (5,246)— 
Currency forward contracts(3,343)— (3,343)— 
Currency option contracts(1,181)— (1,181)— 
Total liabilities recorded at fair value$(26,311)$— $(26,311)$— 

June 30, 2021
TotalQuoted Prices in
Active
Markets for
Identical Assets
(Level 1)
Significant Other
Observable Inputs
(Level 2)
Significant
Unobservable
Inputs
(Level 3)
Assets
Currency forward contracts$1,679 $— $1,679 $— 
Total assets recorded at fair value$1,679 $— $1,679 $— 
Liabilities
Interest rate swap contracts$(25,193)$— $(25,193)$— 
Cross-currency swap contracts(9,914)— (9,914)— 
Currency forward contracts(19,651)— (19,651)— 
Currency option contracts(3,080)— (3,080)— 
Total liabilities recorded at fair value$(57,838)$— $(57,838)$— 
During the six months ended December 31, 2021 and year ended June 30, 2021, there were no significant transfers in or out of Level 1, Level 2 and Level 3 classifications.
The valuations of the derivatives intended to mitigate our interest rate and currency risk are determined using widely accepted valuation techniques, including discounted cash flow analysis on the expected cash flows of each instrument. This analysis utilizes observable market-based inputs, including interest rate curves, interest rate volatility, or spot and forward exchange rates, and reflects the contractual terms of these instruments, including the period to maturity. We incorporate credit valuation adjustments to appropriately reflect both our own nonperformance risk and the respective counterparties' nonperformance risk in the fair value measurements. In adjusting the fair value of our derivative contracts for the effect of nonperformance risk, we have considered the impact of netting and any applicable credit enhancements.
Although we have determined that the majority of the inputs used to value our derivatives fall within Level 2 of the fair value hierarchy, the credit valuation adjustments associated with our derivatives utilize Level 3 inputs, such as estimates of current credit spreads, to appropriately reflect both our own nonperformance risk and the respective counterparties' nonperformance risk in the fair value measurement. However, as of December 31, 2021, we have assessed the significance of the impact of the credit valuation adjustments on the overall valuation of our derivative positions and have determined that the credit valuation adjustments are not significant to the overall valuation of our derivatives. As a result, we have determined that our derivative valuations in their entirety are classified in Level 2 in the fair value hierarchy.
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As of December 31, 2021 and June 30, 2021, the carrying amounts of our cash and cash equivalents, accounts receivable, accounts payable and other current liabilities approximated their estimated fair values. As of December 31, 2021 and June 30, 2021, the carrying value of our debt, excluding debt issuance costs and debt premiums and discounts, was $1,739,427 and $1,764,856, respectively, and the fair value was $1,791,255 and $1,767,209, respectively. Our debt at December 31, 2021 includes variable-rate debt instruments indexed to LIBOR that resets periodically, as well as fixed-rate debt instruments. The estimated fair value of our debt was determined using available market information based on recent trades or activity of debt instruments with substantially similar risks, terms and maturities, which fall within Level 2 under the fair value hierarchy.

As of December 31, 2021 and June 30, 2021 our held-to-maturity marketable securities were held at an amortized cost of $174,892 and $202,961, respectively, while the fair value was $174,652 and $202,786, respectively. The securities were valued using quoted prices for identical assets in active markets, which fall into Level 1 under the fair value hierarchy.

The estimated fair value of assets and liabilities disclosed above may not be representative of actual values that could have been or will be realized in the future.
4. Derivative Financial Instruments
We use derivative financial instruments, such as interest rate swap contracts, cross-currency swap contracts, and currency forward and option contracts, to manage interest rate and foreign currency exposures. Derivatives are recorded in the consolidated balance sheets at fair value. If the derivative is designated as a cash flow hedge or net investment hedge, then the change in the fair value of the derivative is recorded in accumulated other comprehensive loss and subsequently reclassified into earnings in the period the hedged forecasted transaction affects earnings. Additionally, any ineffectiveness associated with an effective and designated hedge is recognized within accumulated other comprehensive loss.
The change in the fair value of derivatives not designated as hedges is recognized directly in earnings as a component of other income (expense), net.
Hedges of Interest Rate Risk
We enter into interest rate swap contracts to manage variability in the amount of our known or expected cash payments related to a portion of our debt. Our objective in using interest rate swaps is to add stability to interest expense and to manage our exposure to interest rate movements. We designate our interest rate swaps as cash flow hedges. Interest rate swaps designated as cash flow hedges involve the receipt of variable amounts from a counterparty in exchange for us making fixed-rate payments over the life of the contract agreements without exchange of the underlying notional amount. Realized gains or losses from interest rate swaps are recorded in earnings as a component of interest expense, net.
Amounts reported in accumulated other comprehensive loss related to interest rate swap contracts will be reclassified to interest expense, net as interest payments are accrued or made on our variable-rate debt. As of December 31, 2021, we estimate that $8,027 will be reclassified from accumulated other comprehensive loss to interest expense during the twelve months ending December 31, 2022. As of December 31, 2021, we had fifteen outstanding interest rate swap contracts indexed to USD LIBOR, six of which were not highly effective and therefore not designated for hedge accounting. These hedges have varying start dates and maturity dates through April 2028.
Interest rate swap contracts outstanding:Notional Amounts
Contracts accruing interest as of December 31, 2021
$500,000 
Contracts with a future start date430,000 
Total$930,000 
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Hedges of Currency Risk
Cross-Currency Swap Contracts
From time to time, we execute cross-currency swap contracts designated as cash flow hedges or net investment hedges. Cross-currency swaps involve an initial receipt of the notional amount in the hedge currency in exchange for our reporting currency based on a contracted exchange rate. Subsequently, we receive fixed rate payments in our reporting currency in exchange for fixed rate payments in the hedged currency over the life of the contract. At maturity, the final exchange involves the receipt of our reporting currency in exchange for the notional amount in the hedged currency.
Cross-currency swap contracts designated as cash flow hedges are executed to mitigate our currency exposure to the interest receipts as well as the principal remeasurement and repayment associated with certain intercompany loans denominated in a currency other than our reporting currency, the U.S. dollar. As of December 31, 2021, we had two outstanding cross-currency swap contracts designated as cash flow hedges with a total notional amount of $120,874, both maturing during June 2024. We entered into the two cross-currency swap contracts to hedge the risk of changes in one Euro-denominated intercompany loan entered into with one of our consolidated subsidiaries that has the Euro as its functional currency.
Amounts reported in accumulated other comprehensive loss will be reclassified to other income (expense), net as interest payments are accrued or paid and upon remeasuring the intercompany loan. As of December 31, 2021, we estimate that $2,735 of income will be reclassified from accumulated other comprehensive loss to interest expense, net during the twelve months ending December 31, 2022.
Other Currency Contracts
We execute currency forward and option contracts in order to mitigate our exposure to fluctuations in various currencies against our reporting currency, the U.S. dollar.
As of December 31, 2021, we had four currency forward contracts designated as net investment hedges with a total notional amount of $122,041, maturing during various dates through October 2026. We entered into these contracts to hedge the risk of changes in the U.S. dollar equivalent value of a portion of our net investment in two consolidated subsidiaries that have the Euro as their functional currency. Amounts reported in accumulated other comprehensive loss are recognized as a component of our cumulative translation adjustment.
We have elected to not apply hedge accounting for all other currency forward and option contracts. During the three and six months ended December 31, 2021 and 2020, we experienced volatility within other income (expense), net, in our consolidated statements of operations from unrealized gains and losses on the mark-to-market of outstanding currency forward and option contracts. We expect this volatility to continue in future periods for contracts for which we do not apply hedge accounting. Additionally, since our hedging objectives may be targeted at non-GAAP financial metrics that exclude non-cash items such as depreciation and amortization, we may experience increased, not decreased, volatility in our GAAP results as a result of our currency hedging program.
As of December 31, 2021, we had the following outstanding currency derivative contracts that were not designated for hedge accounting and were used to hedge fluctuations in the U.S. dollar value of forecasted transactions or balances denominated in Australian Dollar, British Pound, Canadian Dollar, Danish Krone, Euro, Indian Rupee, Japanese Yen, Mexican Peso, New Zealand Dollar, Norwegian Krone, Philippine Peso, Swiss Franc and Swedish Krona:
Notional AmountEffective DateMaturity DateNumber of InstrumentsIndex
$428,387March 2020 through December 2021Various dates through October 2024683Various
Financial Instrument Presentation    
The table below presents the fair value of our derivative financial instruments as well as their classification on the balance sheet as of December 31, 2021 and June 30, 2021. Our derivative asset and liability balances fluctuate with interest rate and currency exchange rate volatility.
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December 31, 2021
Asset DerivativesLiability Derivatives
Balance Sheet line itemGross amounts of recognized assetsGross amount offset in Consolidated Balance SheetNet amountBalance Sheet line itemGross amounts of recognized liabilitiesGross amount offset in Consolidated Balance SheetNet amount
Derivatives designated as hedging instruments
Derivatives in cash flow hedging relationships
Interest rate swapsOther assets$ $ $ Other current liabilities / other liabilities$(11,574)$ $(11,574)
Cross-currency swapsOther assets1,858 — 1,858 Other liabilities(5,246) (5,246)
Derivatives in net investment hedging relationships
Currency forward contractsOther current assets / other assets   Other current liabilities / other liabilities(3,654)569 (3,084)
Total derivatives designated as hedging instruments$1,858 $ $1,858 $(20,474)$569 $(19,904)
Derivatives not designated as hedging instruments
Interest rate swapsOther assets$— $— $— Other liabilities$(5,156)$189 $(4,967)
Currency forward contractsOther current assets / other assets13,581 (1,893)11,688 Other current liabilities / other liabilities(1,126)867 (259)
Currency option contractsOther current assets / other assets3,280 (180)3,100 Other liabilities(1,264)83 (1,181)
Total derivatives not designated as hedging instruments$16,861 $(2,073)$14,788 $(7,546)$1,139 $(6,407)

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June 30, 2021
Asset DerivativesLiability Derivatives
Balance Sheet line itemGross amounts of recognized assetsGross amount offset in Consolidated Balance SheetNet amountBalance Sheet line itemGross amounts of recognized liabilitiesGross amount offset in Consolidated Balance SheetNet amount
Derivatives designated as hedging instruments
Derivatives in cash flow hedging relationships
Interest rate swapsOther current assets / other assets$ $ $ Other current liabilities / other liabilities$(23,527)$176 $(23,351)
Cross-currency swapsOther assets —  Other liabilities(9,914) (9,914)
Derivatives in Net Investment Hedging Relationships
Currency forward contractsOther assets   Other current liabilities / other liabilities(11,379) (11,379)
Total derivatives designated as hedging instruments$ $ $ $(44,820)$176 $(44,644)
Derivatives not designated as hedging instruments
Interest rate swapsOther assets$— $— $— Other liabilities$(1,842)$ $(1,842)
Currency forward contractsOther current assets / other assets1,796 (117)1,679 Other current liabilities / other liabilities(11,510)3,238 (8,272)
Currency option contractsOther current assets / other assets   Other current liabilities / other liabilities(3,315)235 (3,080)
Total derivatives not designated as hedging instruments$1,796 $(117)$1,679 $(16,667)$3,473 $(13,194)
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The following table presents the effect of our derivative financial instruments designated as hedging instruments and their classification within comprehensive income (loss) for the three and six months ended December 31, 2021 and 2020:
Amount of Net Gain (Loss) on Derivatives Recognized in Comprehensive Income
Three Months Ended December 31, Six Months Ended December 31,
2021202020212020
Derivatives in cash flow hedging relationships
Interest rate swaps$5,021 $731 $5,540 $1,142 
Cross-currency swaps(7,519)3,071 (9,963)6,496 
Derivatives in net investment hedging relationships
Currency forward contracts2,922 (7,294)6,414 (24,832)
Total$424 $(3,492)$1,991 $(17,194)

The following table presents reclassifications out of accumulated other comprehensive loss for the three and six months ended December 31, 2021 and 2020:
Amount of Net Gain (Loss) Reclassified from Accumulated Other Comprehensive Loss into IncomeAffected line item in the
Statement of Operations
Three Months Ended December 31, Six Months Ended December 31,
2021202020212020
Derivatives in cash flow hedging relationships
Interest rate swaps$2,973 $2,001 $5,470 $4,623 Interest expense, net
Cross-currency swaps3,821 (5,525)7,808 (10,292)Other income (expense), net
Total before income tax6,794 (3,524)13,278 (5,669)Income before income taxes
Income tax974 298 36 372 Income tax expense
Total$7,768 $(3,226)$13,314 $(5,297)

The following table presents the adjustment to fair value recorded within the consolidated statements of operations for the three and six months ended December 31, 2021 and 2020 for derivative instruments for which we did not elect hedge accounting and de-designated derivative financial instruments that no longer qualify as hedging instruments.
Amount of Gain (Loss) Recognized in Net IncomeAffected line item in the
Statement of Operations
Three Months Ended December 31, Six Months Ended December 31,
2021202020212020
Currency contracts$7,161 $(19,496)$20,024 $(32,964)Other income (expense), net
Interest rate swaps(680)476 (216)449 Other income (expense), net
Total$6,481 $(19,020)$19,808 $(32,515)
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5. Accumulated Other Comprehensive Loss
The following table presents a roll forward of amounts recognized in accumulated other comprehensive loss by component, net of tax of $1,189, for the six months ended December 31, 2021:
(Losses) gains on cash flow hedges (1)(Losses) gains on pension benefit obligationTranslation adjustments, net of hedges (2)Total
Balance as of June 30, 2021$(23,831)$(1,735)$(45,916)$(71,482)
Other comprehensive income (loss) before reclassifications (3)(4,423)444 4,820 841 
Amounts reclassified from accumulated other comprehensive loss to net income13,314 — — 13,314 
Net current period other comprehensive income (loss)8,891 444 4,820 14,155 
Balance as of December 31, 2021$(14,940)$(1,291)$(41,096)$(57,327)
________________________
(1) (Losses) gains on cash flow hedges include our interest rate swap and cross-currency swap contracts designated in cash flow hedging relationships.
(2) As of December 31, 2021 and June 30, 2021, the translation adjustment is inclusive of the effects of our net investment hedges, of which unrealized gains of $7,871 and $1,457, respectively, net of tax, have been included in accumulated other comprehensive loss.
(3) During the second quarter of fiscal year 2022, we identified an immaterial error and revised our previously reported results to increase the translation adjustments, net of hedges presented above by $9,027 for the six months ended December 31, 2021. Refer to Note 2 for additional details.
6. Goodwill
The carrying amount of goodwill by reportable segment as of December 31, 2021 and June 30, 2021 was as follows:
VistaPrintBrothersThe Print GroupAll Other BusinessesTotal
Balance as of June 30, 2021$225,147 $137,307 $164,220 $200,305 $726,979 
Acquisitions (1)72,942 — — — 72,942 
Adjustments (2)(821)— — — (821)
Effect of currency translation adjustments (3)(1,286)(6,497)(7,982)(175)(15,940)
Balance as of December 31, 2021$295,982 $130,810 $156,238 $200,130 $783,159 
________________________
(1) On October 1, 2021, we acquired Depositphotos Inc., which is included in our Vista reportable segment. Refer to Note 7 for additional details.
(2) We recognized an immaterial balance sheet adjustment related to our 99design acquisition during the six months ended December 31, 2021, which was offset against goodwill.
(3) Related to goodwill held by subsidiaries whose functional currency is not the U.S. dollar.

7. Business Combinations

Acquisition of Depositphotos Inc.

On October 1, 2021, we acquired Depositphotos Inc. and its subsidiaries ("Depositphotos"), a global creative platform for digital design. We acquired all outstanding shares of the company for a purchase price of $84,900, which includes a post-closing adjustment based on acquired cash, debt, and working capital as of the closing date. We paid $76,119 in cash at closing, and the remaining purchase consideration, including the post-closing adjustment but net of any indemnifiable losses recoverable against the deferred amount, will be paid in two separate deferred payments. The first, and smaller, payment will be made in January 2022 and the second, and majority, of the deferred payment is due in October 2022.

The acquisition is managed within our Vista business and includes VistaCreate (formerly Crello), a rapidly growing leader in do-it-yourself (DIY) digital design. The acquisition also includes their separately branded Depositphotos business, a platform for creators that includes images, videos and music that are developed by a large group of content contributors. We expect synergies to provide significant benefits to our Vista business as this represents another integral step toward providing a compelling, full-spectrum design offering to our customers, and also provides another vehicle for the acquisition of new customers, to whom we plan to cross-sell our other products and services.
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The table below details the consideration transferred to acquire Depositphotos:

Cash consideration (paid at closing)$76,119 
Deferred payment8,781 
Total purchase price$84,900 

We recognized the assets and liabilities on the basis of their fair values at the date of the acquisition with any excess of the purchase price paid over the fair value of the net assets recorded as goodwill, which is primarily attributable to the synergies that we expect to achieve through the acquisition. The goodwill balance has been attributed to the Vista reporting unit and none of the goodwill balance is deductible for tax purposes. Additionally, we identified and valued Depositphotos intangible assets, which include their trade name, customer relationships,
owned content and developed technology.

Our preliminary estimate of the fair value of specifically identifiable assets acquired and liabilities assumed as of the date of acquisition is subject to change upon finalizing our valuation analysis, including certain valuation assumptions and tax matters. The final determination may result in changes in the fair value of certain assets and liabilities as compared to our preliminary estimates, which are expected to be finalized prior to the end of fiscal year 2022.

The fair value of the assets acquired and liabilities assumed was:
AmountWeighted Average Useful Life in Years
Tangible assets acquired and liabilities assumed:
Cash and cash equivalents$7,173 n/a
Accounts receivable, net329 n/a
Prepaid expenses and other current assets448 n/a
Property, plant and equipment, net611 n/a
Operating lease assets, net383 n/a
Other assets324 n/a
Accounts payable(843)n/a
Accrued expenses(5,009)n/a
Deferred revenue(10,999)n/a
Operating lease liabilities, current(152)n/a
Deferred tax liabilities(4,176)n/a
Operating lease liabilities, non-current(231)n/a
Identifiable intangible assets:
Customer relationships11,600 4 years
Trade name2,500 10 years
Developed technology2,300 2 years
Owned content7,700 10 years
Goodwill72,942 n/a
Total purchase price$84,900 n/a

Depositphotos has been included in our consolidated financial statements starting on its acquisition date. The revenue and earnings of Depositphotos included in our consolidated financial statements for the three and six months ended December 31, 2021 are not material, and therefore no proforma financial information is presented. We used our cash on hand to fund the acquisition. In connection with the acquisition, we incurred $387 and $887 in general and administrative expenses, as part of our central and corporate costs during the three and six months ended December 31, 2021, respectively, primarily related to legal, financial, and other professional services.

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8. Other Balance Sheet Components
Accrued expenses included the following:
 December 31, 2021June 30, 2021
Compensation costs$67,558 $73,861 
Income and indirect taxes (1)58,186 46,074 
Advertising costs33,701 35,093 
Shipping costs (1)10,294 9,401 
Production costs (1)8,160 6,881 
Sales returns (1)6,840 5,636 
Purchases of property, plant and equipment3,333 1,110 
Professional fees2,837 4,210 
Interest payable2,495 2,399 
Other67,526 62,848 
Total accrued expenses$260,930 $247,513 
________________________
(1) The increase in income and indirect taxes, shipping and production costs, and sales returns is due to increased sales volumes during our peak holiday season in the second quarter of our fiscal year.

Other current liabilities included the following:
December 31, 2021June 30, 2021
Current portion of finance lease obligations (1)$7,556 $32,314 
Short-term derivative liabilities6,674 20,530 
Other (2)61,369 50,671 
Total other current liabilities$75,599 $103,515 
________________________
(1) The decrease in the current portion of our finance lease obligations is primarily due to the exercise of a purchase option for a previously leased facility that decreased our finance lease liability by $23,534. We immediately sold this facility to a third party and recognized a $3,324 gain on the sale of the asset during the three and six months ended December 31, 2021. Refer to Note 2 for additional details.
(2) Other current liabilities increased as $8,781 of the purchase price to acquire Depositphotos was deferred with payments due in January and October 2022. Refer to Note 7 for details. This also includes a deferred payment of $43,691 associated with our prior year acquisition of 99designs that is payable in February 2022.
Other liabilities included the following:
December 31, 2021June 30, 2021
Long-term finance lease obligations$16,649 $18,528 
Long-term derivative liabilities23,420 41,074 
Other38,453 36,808 
Total other liabilities$78,522 $96,410 
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9. Debt
December 31, 2021June 30, 2021
7.0% Senior notes due 2026$600,000 $600,000 
Senior secured credit facility1,128,999 1,152,021 
Other10,428 12,835 
Debt issuance costs and debt premiums (discounts)(21,158)(22,450)
Total debt outstanding, net1,718,269 1,742,406 
Less: short-term debt (1)11,217 9,895 
Long-term debt$1,707,052 $1,732,511 
_____________________
(1) Balances as of December 31, 2021 and June 30, 2021 are inclusive of short-term debt issuance costs, debt premiums and discounts of $3,498 and $3,435, respectively.
Our various debt arrangements described below contain customary representations, warranties and events of default. As of December 31, 2021, we were in compliance with all covenants under our amended and restated senior secured credit agreement ("Restated Credit Agreement") and the indenture governing our 2026 Notes (as defined below).
Senior Secured Credit Facility
On May 17, 2021, we entered into a Restated Credit Agreement consisting of the following:
A senior secured Term Loan B with a maturity date of May 17, 2028 (the “Term Loan B”), consisting of:
a $795,000 tranche that bears interest at LIBOR (with a LIBOR floor of 0.50%) plus 3.50%, and
a €300,000 tranche that bears interest at EURIBOR (with a EURIBOR floor of 0%) plus 3.50%; and
A $250,000 senior secured revolving credit facility with a maturity date of May 17, 2026 (the “Revolving Credit Facility”). Borrowings under the Revolving Credit Facility bear interest at LIBOR (with a LIBOR floor of 0%) plus 2.50% to 3.00% depending on the Company’s First Lien Leverage Ratio, a net leverage calculation, as defined in the Restated Credit Agreement.

The Restated Credit Agreement contains covenants that restrict or limit certain activities and transactions by Cimpress and our subsidiaries, including, but not limited to, the incurrence of additional indebtedness and liens; certain fundamental organizational changes; asset sales; certain intercompany activities; and certain investments and restricted payments, including purchases of Cimpress plc’s ordinary shares and payment of dividends. In addition, if any loans made under the Revolving Credit Facility are outstanding on the last day of any fiscal quarter, then we are subject to a financial maintenance covenant that the First Lien Leverage Ratio calculated as of the last day of such quarter does not exceed 3.25 to 1.00.
As of December 31, 2021, we have borrowings under the Restated Credit Agreement of $1,128,999 consisting of the Term Loan B, which amortizes over the loan period, with a final maturity date of May 17, 2028. We have no outstanding borrowings under our Revolving Credit Facility as of December 31, 2021.
As of December 31, 2021, the weighted-average interest rate on outstanding borrowings under the Restated Credit Agreement was 4.68%, inclusive of interest rate swap rates. We are also required to pay a commitment fee for our Revolving Credit Facility on unused balances of 0.35% to 0.45% depending on our First Lien Leverage Ratio. We have pledged the assets and/or share capital of a number of our subsidiaries as collateral for our debt as of December 31, 2021.
Senior Unsecured Notes
We have issued $600,000 in aggregate principal of 7.0% Senior Notes due 2026 (the "2026 Notes"), which are unsecured. We can redeem some or all of the 2026 Notes at the redemption prices specified in the indenture that governs the 2026 Notes, plus accrued and unpaid interest to, but not including, the redemption date. As of December 31, 2021, we have not redeemed any of the 2026 Notes.
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Other Debt
Other debt consists primarily of term loans acquired through our various acquisitions or used to fund certain capital investments. As of December 31, 2021 and June 30, 2021, we had $10,428 and $12,835, respectively, outstanding for those obligations that are payable through January 2026.
10. Income Taxes
Our income tax expense was $17,298 and $26,679 for the three and six months ended December 31, 2021, respectively, as compared to $12,954 and $19,748 for the three and six months ended December 31, 2020, respectively. Excluding the effect of discrete tax adjustments, our estimated annual effective tax rate is higher for fiscal 2022 as compared to fiscal 2021 primarily due to a less favorable mix of earnings. Our effective tax rate continues to be negatively impacted by losses in certain jurisdictions where we are unable to recognize a tax benefit in the current period.

As of December 31, 2021 we had unrecognized tax benefits of $15,139, including accrued interest and penalties of $1,174. We recognize interest and, if applicable, penalties related to unrecognized tax benefits in the provision for income taxes. If recognized, $7,896 of unrecognized tax benefits would reduce our tax expense. It is reasonably possible that a reduction in unrecognized tax benefits may occur within the next twelve months in the range of $300 to $350 related to the lapse of applicable statutes of limitations. We believe we have appropriately provided for all tax uncertainties.
    
We conduct business in a number of tax jurisdictions and, as such, are required to file income tax returns in multiple jurisdictions globally. The years 2015 through 2021 remain open for examination by the U.S. Internal Revenue Service and the years 2015 through 2021 remain open for examination in the various states and non-U.S. tax jurisdictions in which we file tax returns. We believe that our income tax reserves are adequately maintained taking into consideration both the technical merits of our tax return positions and ongoing developments in our income tax audits. However, the final determination of our tax return positions, if audited, is uncertain, and there is a possibility that final resolution of these matters could have a material impact on our results of operations or cash flows.

11. Noncontrolling Interest
For some of our subsidiaries, we own a controlling equity stake, and a third party or key member of the business' management team owns a minority portion of the equity.
Redeemable Noncontrolling Interests
PrintBrothers
Members of the PrintBrothers management team hold a minority equity interest ranging from 11% to 12% in each of the three businesses within the segment. The put options associated with the redeemable noncontrolling interest have annual exercise windows for 90% of their minority equity interest to Cimpress in each quarter ending in December. The first window occurred in the current quarter and no options were exercised. If the put options are exercised, then Cimpress may redeem the remaining 10% minority equity interest concurrently with the put option exercise or on the first, second, or third anniversary of the put option exercise. Cimpress has call options for the full amount of the minority equity interest with the first exercise window occurring during the second quarter of fiscal year 2027.
During the six months ended December 31, 2021, the redemption value of a PrintBrothers business increased above the carrying value due to strong financial performance during the first half of the current fiscal year as well as the lapping of a period where performance was more severely impacted by the pandemic. The increased redemption value resulted in an adjustment to the redeemable noncontrolling interest of $16,037, with the offsetting amount recognized within retained earnings since the redemption value remains below the estimated fair value.
All Other Businesses
On October 1, 2018, we acquired approximately 99% of the outstanding equity interests of BuildASign LLC. The remaining 1% is considered a redeemable noncontrolling equity interest, as it is redeemable for cash based on future financial results through put and call rights and not solely within our control. As of December 31, 2021, the
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redemption value of the noncontrolling equity interest was less than the carrying value, and therefore no adjustment was required.

On April 23, 2021, we acquired 81% of the outstanding equity interests of a U.S.-based company that provides production expertise and sells into a growing product category. The remaining 19% is considered a redeemable noncontrolling equity interest as it is redeemable for cash based on future financial results through put and call rights and not solely within our control. On the acquisition date, we recognized the redeemable noncontrolling interest at fair value of $4,370. As of December 31, 2021, the redemption value was less than the carrying value, and therefore no adjustment was required.

The following table presents the reconciliation of changes in our redeemable noncontrolling interests:
Redeemable noncontrolling interests
Balance as of June 30, 2021$71,120 
Accretion to redemption value recognized in retained earnings (1)16,037 
Net income attributable to noncontrolling interest3,102 
Distribution to noncontrolling interest (2)(3,963)
Purchase of noncontrolling interest(52)
Foreign currency translation(1,461)
Balance as of December 31, 2021$84,783 
_________________
(1) Accretion of redeemable noncontrolling interests to redemption value recognized in retained earnings is the result of the estimated redemption amount being greater than carrying value but less than fair value. Refer above for additional details.
(2) During the three months ended December 31, 2021, we made a required annual distribution to the noncontrolling interest holders of a PrintBrothers business. The distribution is determined based on forecasted performance and will be adjusted for actual results upon exercise of the related put or call options described above.
12. Segment Information
Our operating segments are based upon the manner in which our operations are managed and the availability of separate financial information reported internally to the Chief Executive Officer, who is our Chief Operating Decision Maker (“CODM”) for purposes of making decisions about how to allocate resources and assess performance.
As of December 31, 2021, we have numerous operating segments under our management reporting structure which are reported in the following five reportable segments:
Vista - Vista is the parent brand of multiple offerings including VistaPrint, VistaCreate, 99designs by Vista, and Vista Corporate Solutions, which together represent a full-service design, digital and print solution, elevating small businesses’ presence in physical and digital spaces and empowering them to achieve success. This segment also includes our recently acquired Depositphotos business, whose subsidiary, Crello, was rebranded to VistaCreate during the current quarter.
PrintBrothers - Includes the results of our druck.at, Printdeal, and WIRmachenDRUCK businesses.
The Print Group - Includes the results of our Easyflyer, Exaprint, Pixartprinting, and Tradeprint businesses.
National Pen - Includes the global operations of our National Pen business, which manufactures and markets custom writing instruments and promotional products, apparel and gifts.
All Other Businesses - Includes a collection of businesses grouped together based on materiality. In addition to BuildASign, which is a larger and profitable business, the All Other Businesses reportable segment consists of two smaller businesses that we continue to manage at a relatively modest operating loss and a recently acquired company that provides production expertise and sells into a growing product category.
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BuildASign is an internet-based provider of canvas-print wall décor, business signage and other large-format printed products, based in Austin, Texas. In the fourth quarter of fiscal year 2021, we closed a small acquisition under BuildASign in a new product category.
Printi is an online printing leader in Brazil, which offers a superior customer experience with transparent and attractive pricing, reliable service and quality.
YSD is a startup operation that provides end-to-end mass customization solutions to brands and intellectual property owners in China, supporting multiple channels including retail stores, websites, WeChat and e-commerce platforms to enhance brand awareness and competitiveness and develop new markets.
Central and corporate costs consist primarily of the team of software engineers that is building our mass customization platform; shared service organizations such as global procurement; technology services such as hosting and security; administrative costs of our Cimpress India offices where numerous Cimpress businesses have dedicated business-specific team members; and corporate functions including our Board of Directors, CEO, and the team members necessary for managing corporate activities, such as treasury, tax, capital allocation, financial consolidation, internal audit and legal. These costs also include certain unallocated share-based compensation costs.
The expense value of our PSU awards is based on a Monte Carlo fair value analysis and is required to be expensed on an accelerated basis. In order to ensure comparability in measuring our businesses' results, we allocate the straight-line portion of the fixed grant value to our businesses. Any expense in excess of the amount as a result of the fair value measurement of the PSUs and the accelerated expense profile of the awards is recognized within central and corporate costs.
Our definition of segment EBITDA is GAAP operating income excluding certain items, such as depreciation and amortization, expense recognized for contingent earn-out related charges including the changes in fair value of contingent consideration and compensation expense related to cash-based earn-out mechanisms dependent upon continued employment, share-based compensation related to investment consideration, certain impairment expense, and restructuring charges. We include insurance proceeds that are not recognized within operating income. We do not allocate non-operating income, including realized gains and losses on currency hedges, to our segment results.
Our balance sheet information is not presented to the CODM on an allocated basis, and therefore we do not present asset information by segment. We do present other segment information to the CODM, which includes purchases of property, plant and equipment and capitalization of software and website development costs, and therefore include that information in the tables below.
Revenue by segment is based on the business-specific websites or sales channel through which the customer’s order was transacted. The following tables set forth revenue by reportable segment, as well as disaggregation of revenue by major geographic region and reportable segment.
 Three Months Ended December 31, Six Months Ended December 31,
 2021202020212020
Revenue:
Vista (1)$448,114 $431,076 $797,594 $760,367 
PrintBrothers137,694 121,806 263,051 221,918 
The Print Group90,130 76,204 162,950 142,641 
National Pen124,717 114,692 193,981 182,341 
All Other Businesses57,719 55,365 105,590 98,843 
Total segment revenue858,374 799,143 1,523,166 1,406,110 
Inter-segment eliminations (2)(8,658)(18,239)(15,851)(38,706)
Total consolidated revenue$849,716 $780,904 $1,507,315 $1,367,404 
_____________________
(1) During the first quarter of fiscal year 2022, we identified an immaterial error and revised our previously reported results to decrease Vista segment revenue by $5,241 for the three and six months ended December 31, 2020. Refer to Note 2 for additional details.
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(2) Refer to the "Revenue by Geographic Region" tables below for detail of the inter-segment revenue within each respective segment. The decrease of inter-segment eliminations is the result of significant cross-business transactions during the three and six months ended December 31, 2021 associated with the fulfillment of masks in response to the pandemic. Demand for this product was far lower in the current periods.
Three Months Ended December 31, 2021
VistaPrintBrothersThe Print GroupNational PenAll OtherTotal
Revenue by Geographic Region:
North America$289,615 $ $ $57,976 $51,035 $398,626 
Europe117,627 137,173 87,596 53,797  396,193 
Other39,767 — — 9,229 5,901 54,897 
Inter-segment1,105 521 2,534 3,715 783 8,658 
   Total segment revenue448,114 137,694 90,130 124,717 57,719 858,374 
Less: inter-segment elimination(1,105)(521)(2,534)(3,715)(783)(8,658)
Total external revenue$447,009 $137,173 $87,596 $121,002 $56,936 $849,716 

Six Months Ended December 31, 2021
VistaPrintBrothersThe Print GroupNational PenAll OtherTotal
Revenue by Geographic Region:
North America$534,064 $ $ $99,014 $92,343 $725,421 
Europe189,160 262,301 158,751 74,648  684,860 
Other72,563 — — 12,762 11,709 97,034 
Inter-segment1,807 750 4,199 7,557 1,538 15,851 
   Total segment revenue797,594 263,051 162,950 193,981 105,590 1,523,166 
Less: inter-segment elimination(1,807)(750)(4,199)(7,557)(1,538)(15,851)
Total external revenue$795,787 $262,301 $158,751 $186,424 $104,052 $1,507,315 

Three Months Ended December 31, 2020
VistaPrintBrothersThe Print GroupNational PenAll OtherTotal
Revenue by Geographic Region:
North America$268,736 $ $ $48,678 $49,662 $367,076 
Europe126,877 121,564 69,343 47,578  365,362 
Other34,792 — — 8,699 4,975 48,466 
Inter-segment671 242 6,861 9,737 728 18,239 
   Total segment revenue431,076 121,806 76,204 114,692 55,365 799,143 
Less: inter-segment elimination(671)(242)(6,861)(9,737)(728)(18,239)
Total external revenue$430,405 $121,564 $69,343 $104,955 $54,637 $780,904 
Six Months Ended December 31, 2020
VistaPrintBrothersThe Print GroupNational PenAll OtherTotal
Revenue by Geographic Region:
North America$500,831 $ $ $78,999 $88,606 $668,436 
Europe204,125 221,505 129,721 68,182  623,533 
Other54,318 — — 12,347 8,770 75,435 
Inter-segment1,093 413 12,920 22,813 1,467 38,706 
   Total segment revenue760,367 221,918 142,641 182,341 98,843 1,406,110 
Less: inter-segment elimination(1,093)(413)(12,920)(22,813)(1,467)(38,706)
Total external revenue$759,274 $221,505 $129,721 $159,528 $97,376 $1,367,404 
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The following table includes segment EBITDA by reportable segment, total income from operations and total income before income taxes:
 Three Months Ended December 31, Six Months Ended December 31,
 2021202020212020
Segment EBITDA:
Vista$92,689 $112,331 $160,728 $202,488 
PrintBrothers18,605 16,457 34,888 26,172 
The Print Group16,358 12,569 30,747 24,752 
National Pen31,599 18,728 23,551 8,057 
All Other Businesses6,264 10,657 11,155 19,266 
Total segment EBITDA165,515 170,742 261,069 280,735 
Central and corporate costs(36,626)(30,984)(71,898)(62,004)
Depreciation and amortization(45,314)(43,597)(89,746)(85,887)
Certain impairments and other adjustments (1)2,713 215 3,493 (568)
Restructuring-related charges(307)(2,182)2 (2,096)
Total income from operations85,981 94,194 102,920 130,180 
Other income (expense), net12,839 (17,198)26,009 (25,952)
Interest expense, net(25,369)(30,141)(51,057)(60,657)
Income before income taxes$73,451 $46,855 $77,872 $43,571 
________________________
(1) During the three and six months ended December 31, 2021, we recognized a gain of $3,324 for the sale of a facility within general and administrative expense on our consolidated statement of operations. This gain is excluded from segment EBITDA and is therefore included as a positive adjustment to reconcile total segment EBITDA to income from operations. Refer to Note 2 for additional details about the sale of this facility.

 Three Months Ended December 31, Six Months Ended December 31,
 2021202020212020
Depreciation and amortization:
Vista$17,563 $14,952 $33,966 $28,539 
PrintBrothers5,106 5,509 10,340 10,971 
The Print Group6,612 6,641 13,196 13,222 
National Pen6,220 6,255 12,128 12,322 
All Other Businesses4,381 4,391 9,423 10,259 
Central and corporate costs5,432 5,849 10,693 10,574 
Total depreciation and amortization$45,314 $43,597 $89,746 $85,887 

Three Months Ended December 31, Six Months Ended December 31,
2021202020212020
Purchases of property, plant and equipment:
Vista$7,881 $2,515 $10,359 $4,449 
PrintBrothers1,204 213 2,716 1,138 
The Print Group5,249 3,043 6,677 5,930 
National Pen1,023 1,372 2,211 2,824 
All Other Businesses2,157 1,014 3,672 1,968 
Central and corporate costs401 250 904 481 
Total purchases of property, plant and equipment$17,915 $8,407 $26,539 $16,790 

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Three Months Ended December 31, Six Months Ended December 31,
2021202020212020
Capitalization of software and website development costs:
Vista$8,618 $4,429 $16,190 $11,416 
PrintBrothers236 185 468 591 
The Print Group519 433 945 663 
National Pen1,053 355 1,731 1,069 
All Other Businesses1,083 681 2,267 1,742 
Central and corporate costs4,986 5,558 10,533 10,964 
Total capitalization of software and website development costs$16,495 $11,641 $32,134 $26,445 
The following table sets forth long-lived assets by geographic area:
 December 31, 2021June 30, 2021
Long-lived assets (1):  
United States (2)$91,888 $107,868 
Netherlands73,620 75,996 
Canada63,020 60,779 
Switzerland71,511 68,880 
Italy46,010 47,776 
France24,011 25,417 
Jamaica19,611 20,550 
Australia20,990 21,298 
Japan13,928 14,891 
Other88,657 96,063 
Total$513,246 $539,518 
___________________
(1) Excludes goodwill of $783,159 and $726,979, intangible assets, net of $180,960 and $186,744, deferred tax assets of $138,805 and $149,618, and marketable securities, non-current of $27,693 and $50,713 as of December 31, 2021 and June 30, 2021, respectively.
(2) The decrease in long-lived assets located in the United States was largely due to the sale of a facility which had a net book value of $15,860 as of June 30, 2021. Refer to Note 2 for additional details about the sale of the facility.
13. Commitments and Contingencies
Purchase Obligations
At December 31, 2021, we had unrecorded commitments under contract of $306,904, including third-party web services of $97,982, inventory and third-party fulfillment purchase commitments of $31,813, software of $117,424, advertising of $22,868, production and computer equipment purchases of $21,162, professional and consulting fees of $4,581, and other unrecorded purchase commitments of $11,074.
Other Obligations
We deferred payments for several of our acquisitions resulting in the recognition of a liability of $52,677 as of December 31, 2021, of which $43,691 relates to the 99designs acquisition and is payable in February 2022. The remaining liability includes deferred payments related to our acquisition of Depositphotos which are payable in January and October 2022. Refer to Note 7 for additional details.
Legal Proceedings
We are not currently party to any material legal proceedings. Although we cannot predict with certainty the results of litigation and claims to which we may be subject from time to time, we do not expect the resolution of any of our current matters to have a material adverse impact on our consolidated results of operations, cash flows or financial position. For all legal matters, at each reporting period, we evaluate whether or not a potential loss amount
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or a potential range of loss is probable and reasonably estimable under the provisions of the authoritative guidance that addresses accounting for contingencies. We expense the costs relating to our legal proceedings as those costs are incurred.

14. Restructuring Charges

Restructuring costs include one-time employee termination benefits, acceleration of share-based compensation, write-off of assets and other related costs including third-party professional and outplacement services. During the six months ended December 31, 2021, we recognized immaterial adjustments to restructuring expense due to changes in prior period estimates within The Print Group reportable segment.

The following table summarizes the restructuring activity during the six months ended December 31, 2021. All activity was related to employee termination benefits.
Accrued restructuring liability
Balance as of June 30, 2021$402 
Restructuring charges(2)
Cash payments(244)
Non-cash charges11 
Balance as of December 31, 2021$167 

Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations
This Report contains forward-looking statements that involve risks and uncertainties. The statements contained in this Report that are not purely historical are forward-looking statements within the meaning of Section 27A of the Securities Act of 1933 and Section 21E of the Securities Exchange Act of 1934, including but not limited to our statements about the anticipated growth and development of our businesses and revenues, the anticipated impacts of global supply chain disruptions on our business, our expectations for the brand evolution of Vista and the anticipated benefits of the Depositphotos acquisition on our Vista business, the anticipated effects of our investments in our business, sufficiency of our liquidity position, legal proceedings, currency volatility, and sufficiency of our tax reserves. Without limiting the foregoing, the words “may,” “should,” “could,” “expect,” “plan,” “intend,” “anticipate,” “believe,” “estimate,” “predict,” “designed,” “potential,” “continue,” “target,” “seek” and similar expressions are intended to identify forward-looking statements. All forward-looking statements included in this Report are based on information available to us up to, and including the date of this document, and we disclaim any obligation to update any such forward-looking statements. Our actual results could differ materially from those anticipated in these forward-looking statements as a result of various important factors, including but not limited to flaws in the assumptions and judgments upon which our forecasts and estimates are based; the development, severity, and duration of the COVID-19 pandemic and the timing and pace of economic recovery; our failure to anticipate and react to the effects of the pandemic on our customers, supply chain, markets, team members, and business; our inability to make the investments that we plan to make or the failure of those investments to achieve the results we expect; our failure to execute on the transformation of the Vista business; loss or unavailability of key personnel or our inability to recruit talented personnel to drive performance of our businesses; the failure of businesses we acquire or invest in to perform as expected, including possible impacts of the conflict in Ukraine on Depositphotos' operations; unanticipated changes in our markets, customers, or businesses; changes in the laws and regulations, or in the interpretation of laws and regulations, that affect our businesses; our failure to manage the growth and complexity of our business and expand our operations; our failure to maintain compliance with the covenants in our debt documents or to pay our debts when due; competitive pressures; general economic conditions; and other factors described in the documents that we periodically file with the SEC.
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Executive Overview
Cimpress is a strategically focused group of more than a dozen businesses that specialize in mass customization, via which we deliver large volumes of individually small-sized customized orders for a broad spectrum of print, signage, photo merchandise, invitations and announcements, writing instruments, packaging, apparel and other categories. We invest in and build customer-focused, entrepreneurial mass customization businesses for the long term, which we manage in a decentralized, autonomous manner. We drive competitive advantage across Cimpress through a select few shared strategic capabilities that have the greatest potential to create Cimpress-wide value. We limit all other central activities to only those which absolutely must be performed centrally.
In October 2021 our Vistaprint business and reportable segment introduced a new parent brand "Vista", reflecting the business' ongoing transformation into the expert design and marketing partner for small businesses around the world. This new parent brand encompasses VistaPrint, 99designs by Vista, VistaCreate, and Vista Corporate Solutions. This move should help open customers' minds to allow us to serve a broader set of their needs across a wide range of products and solutions that includes design, social media and web presence as well as print. No changes were made to our internal organizational and reporting structure as a result of this rebranding, but we will refer to this reportable segment as "Vista" from here forward and throughout this document.
As of December 31, 2021, we have numerous operating segments under our management reporting structure that are reported in the following five reportable segments: Vista, PrintBrothers, The Print Group, National Pen, and All Other Businesses. Refer to Note 12 in our accompanying consolidated financial statements for additional information relating to our reportable segments and our segment financial measures.
COVID-19
The effects of the pandemic on Cimpress have continued to diminish in terms of its impact on demand, but we continue to experience volatility as COVID-19 variants emerge and government restrictions are put in place. These pandemic effects are more pronounced in product categories that are more dependent on physical interactions, while certain other product categories have also grown as a result of the pandemic.
Our businesses continue to experience supply chain challenges as a facet of pandemic impacts which has created both difficulties and opportunities for Cimpress businesses. Each of our reportable segments has seen material cost increases of product substrates like paper, production materials like aluminum plates, freight and shipping charges and a more competitive labor market. Our scale-based shared strategic capabilities and supplier relationships provide competitive advantage for our businesses to weather these challenges. Through data capabilities, our businesses are regularly testing new pricing approaches, and in most businesses there has been some form of pricing increases that are mostly offsetting the increased costs.
We continue to hire talent and make investments in technology, data, new product introduction, customer experience improvements, and branding that are designed to build on our competitive advantages and drive sustainable growth in our businesses as we come out of the pandemic. We continue to maintain flexibility in our cost structure, while at the same time increasing investment in areas we believe will generate high return.
Financial Summary
The primary financial metric by which we set quarterly and annual budgets both for individual businesses and Cimpress wide is our adjusted free cash flow before cash interest expense; however, in evaluating the financial condition and operating performance of our business, management considers a number of metrics including revenue growth, organic constant-currency revenue growth, operating income, adjusted EBITDA, cash flow from operations and adjusted free cash flow. Reconciliations of our non-GAAP financial measures are included within the "Consolidated Results of Operations" and "Additional Non-GAAP Financial Measures" sections of Management's Discussion and Analysis. A summary of these key financial metrics for the three and six months ended December 31, 2021 as compared to the three and six months ended December 31, 2020 follows:
Second Quarter Fiscal Year 2022
Revenue increased by 9% to $849.7 million.
Constant-currency revenue (a non-GAAP financial measure) increased by 11% and by 9% when excluding acquisitions completed in the last four quarters.
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Operating income decreased by $8.2 million to $86.0 million.
Adjusted EBITDA (a non-GAAP financial measure) decreased by $1.4 million to $142.1 million.
Diluted net income per share attributable to Cimpress plc increased to $2.08 from $1.22 in the comparative period.
Year to Date Fiscal Year 2022
Revenue increased by 10% to $1,507.3 million.
Constant-currency revenue (a non-GAAP financial measure) increased by 11% and by 9% when excluding acquisitions completed in the last four quarters.
Operating income decreased by $27.3 million to $102.9 million.
Adjusted EBITDA (a non-GAAP financial measure) decreased by $22.2 million to $209.7 million.
Diluted net income per share attributable to Cimpress plc increased to $1.82 from $0.82 in the comparative period.
Cash provided by operating activities decreased by $76.3 million to $179.9 million.
Adjusted free cash flow (a non-GAAP financial measure) decreased by $91.7 million to $121.2 million.
For the second quarter of fiscal year 2022, the increase in reported revenue was primarily due to the continued recovery of demand, as the effects of the pandemic have lessened but continue to have an impact. We continue to experience strong demand for newer fast-growing product categories, while the pandemic continued to negatively affect the demand for certain marketing material products. We benefited from the addition of revenue from Depositphotos, which was acquired on October 1, 2021 and is included in our Vista business. Revenue also benefited from pricing changes in many of our businesses, which was one tool we used to mitigate the inflationary cost pressures that have arisen from ongoing supply chain challenges. Revenue for customized face masks was much lower as compared to the prior year as demand for pandemic-related products has diminished. Currency exchange fluctuations also had a negative effect during the current quarter.
For the three months ended December 31, 2021, the decrease in operating income was primarily due to increased investments and discretionary costs as we compare against a period that still had temporary pandemic-driven cost control measures in place. These increased costs include higher compensation costs as we have hired additional team members to support key initiatives, mainly in Vista and our central technology team. Share based compensation expense also increased year over year largely because the comparative period's annual grant cycle was delayed until the third quarter of fiscal year 2021 while the current period's grants occurred during the first quarter of fiscal year 2022. Advertising spend also increased, primarily in our Vista business.
Adjusted EBITDA decreased year over year, primarily for the same reasons operating income decreased. Adjusted EBITDA excludes restructuring charges, share-based compensation expense, and non-cash gains on the sale of assets, and includes the realized gains or losses on our currency derivatives intended to hedge adjusted EBITDA. The net year-over-year impact of currency on consolidated adjusted EBITDA was insignificant.
Unrealized currency gains caused by exchange rate volatility and decreased interest expense due to our debt refinancing during the fourth quarter of fiscal 2021 resulted in an increase to diluted net income per share attributable to Cimpress plc during the three months ended December 31, 2021.
Consolidated Results of Operations
Consolidated Revenue
Our businesses generate revenue primarily from the sale and shipment of customized manufactured products. We also generate revenue, to a much lesser extent (and primarily in our Vista business), from digital services, graphic design services, website design and hosting, and email marketing services, as well as a small percentage of revenue from order referral fees and other third-party offerings. For additional discussion relating to segment revenue results, refer to the "Reportable Segment Results" section included below.
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Total revenue and revenue growth by reportable segment for the three and six months ended December 31, 2021 and 2020 are shown in the following table:
In thousandsThree Months Ended December 31, Currency
Impact:
Constant-
Currency
Impact of Acquisitions/Divestitures:Constant- Currency Revenue Growth
20212020%
 Change
(Favorable)/UnfavorableRevenue Growth (1)(Favorable)/UnfavorableExcluding Acquisitions/Divestitures (2)
Vista$448,114 $431,076 4%1%5%(2)%3%
PrintBrothers137,694 121,806 13%5%18%—%18%
The Print Group90,130 76,204 18%5%23%—%23%
National Pen124,717 114,692 9%2%11%—%11%
All Other Businesses57,719 55,365 4%1%5%(5)%—%
Inter-segment eliminations(8,658)(18,239)
Total revenue$849,716 $780,904 9%2%11%(2)%9%
In thousandsSix Months Ended December 31, Currency
Impact:
Constant-
Currency
Impact of Acquisitions/Divestitures:Constant- Currency Revenue Growth
20212020%
 Change
(Favorable)/UnfavorableRevenue Growth (1)(Favorable)/UnfavorableExcluding Acquisitions/Divestitures (2)
Vista$797,594 $760,367 5%—%5%(3)%2%
PrintBrothers263,051 221,918 19%2%21%—%21%
The Print Group162,950 142,641 14%2%16%—%16%
National Pen193,981 182,341 6%1%7%—%7%
All Other Businesses105,590 98,843 7%—%7%(5)%2%
Inter-segment eliminations(15,851)(38,706)
Total revenue$1,507,315 $1,367,404 10%1%11%(2)%9%
_________________
(1) Constant-currency revenue growth, a non-GAAP financial measure, represents the change in total revenue between current and prior year periods at constant-currency exchange rates by translating all non-U.S. dollar denominated revenue generated in the current period using the prior year period’s average exchange rate for each currency to the U.S. dollar. Our reportable segments-related growth is inclusive of inter-segment revenues, which are eliminated in our consolidated results.
(2) Constant-currency revenue growth excluding acquisitions/divestitures, a non-GAAP financial measure, excludes revenue results for businesses in the period in which there is no comparable year-over-year revenue. Our reportable segments-related growth is inclusive of inter-segment revenues, which are eliminated in our consolidated results. For example, revenue from 99designs, which we acquired on October 1, 2020 in Q2 2021, is excluded from revenue growth in Q1 of fiscal year 2022 since there are no full quarter results in the comparable period, but revenue is included in revenue growth for Q2 through Q4 of fiscal year 2022. Our reportable segments-related growth is inclusive of inter-segment revenues, which are eliminated in our consolidated results.
We have provided these non-GAAP financial measures because we believe they provide meaningful information regarding our results on a consistent and comparable basis for the periods presented. Management uses these non-GAAP financial measures, in addition to GAAP financial measures, to evaluate our operating results. These non-GAAP financial measures should be considered supplemental to and not a substitute for our reported financial results prepared in accordance with GAAP.
Consolidated Cost of Revenue
Cost of revenue includes materials used by our businesses to manufacture their products, payroll and related expenses for production and design services personnel, depreciation of assets used in the production process and in support of digital marketing service offerings, shipping, handling and processing costs, third-party production and design costs, costs of free products and other related costs of products our businesses sell.
 In thousands
Three Months Ended December 31, Six Months Ended December 31,
 2021202020212020
Cost of revenue$423,937 $380,738 $762,926 $679,582 
% of revenue49.9 %48.8 %50.6 %49.7 %
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For the three and six months ended December 31, 2021, cost of revenue increased by $43.2 million and $83.3 million, respectively, primarily due to demand-dependent cost of goods sold, including third-party fulfillment, material and shipping costs. During the first half of the fiscal year, we experienced increasing impacts from global supply chain challenges that resulted in increased costs for product substrates like paper, production materials like aluminum plates, freight and shipping charges and a more competitive labor market. The overall impact of increased costs, net of pricing and manufacturing efficiencies, had varying impacts on our businesses during the three and six months ended December 31, 2021. It remains a challenging environment and we expect higher input costs and supply constraints to persist, although we are unable to predict for how long. We will continue to leverage our clear competitive advantages and believe that we are well positioned versus competitors.
Consolidated Operating Expenses
The following table summarizes our comparative operating expenses for the following periods:
In thousands 
Three Months Ended December 31, Six Months Ended December 31,
 202120202021 vs. 2020202120202021 vs. 2020
Technology and development expense$70,267 $65,036 8%$137,544 $123,525 11%
% of revenue8.3 %8.3 %9.1 %— %
Marketing and selling expense$208,616 $182,322 14%$383,313 $320,472 20%
% of revenue24.6 %23.3 %25.4 %23.4 %
General and administrative expense$46,726 $42,979 9%$93,274 $84,791 10%
% of revenue5.5 %5.5 %6.2 %6.2 %
Amortization of acquired intangible assets$13,882 $13,453 3%$27,340 $26,758 2%
% of revenue1.6 %1.7 %1.8 %2.0 %
Restructuring expense (1)$307 $2,182 (86)%$(2)$2,096 (100)%
% of revenue0.0 %0.3 %0.0 %0.2 %
_____________________
(1) Refer to Note 14 in our accompanying consolidated financial statements for additional details relating to restructuring expense.
Technology and development expense
Technology and development expense consists primarily of payroll and related expenses for employees engaged in software and manufacturing engineering, information technology operations and content development, as well as amortization of capitalized software and website development costs, including hosting of our websites, asset depreciation, patent amortization, and other technology infrastructure-related costs. Depreciation expense for information technology equipment that directly supports the delivery of our digital marketing services products is included in cost of revenue.
Technology and development expenses increased by $5.2 million and $14.0 million, respectively, for the three and six months ended December 31, 2021, as compared to the prior comparative periods. This increase is primarily driven by higher compensation costs due to increased investment from hiring and the timing of our annual merit cycle and prior year delay of our share-based compensation grants, mainly in the Vista business and our central technology group. We also realized increases in other operating costs that are driven in part by increases in demand.
Marketing and selling expense
Marketing and selling expense consists primarily of advertising and promotional costs; payroll and related expenses for our employees engaged in marketing, sales, customer support and public relations activities; direct-mail advertising costs; and third-party payment processing fees. Our Vista, National Pen and BuildASign businesses have higher marketing and selling costs as a percentage of revenue as compared to our PrintBrothers and The Print Group businesses due to differences in the customers that they serve.
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For the three and six months ended December 31, 2021, marketing and selling expenses increased by $26.3 million and $62.8 million, respectively, as compared to the prior periods. The largest increase in marketing and selling expenses was in our Vista business, which increased by $18.5 million and $46.5 million, respectively. This increase in Vista was primarily driven by increased headcount in areas such as user experience design, brand and data & analytics. Advertising expense also increased for all Cimpress businesses year over year, but to a lesser degree, due to higher demand and more normalized payback thresholds in the current period.
General and administrative expense
General and administrative expense consists primarily of transaction costs, including third-party professional fees, insurance and payroll and related expenses of employees involved in executive management, finance, legal, strategy, human resources and procurement.
For the three and six months ended December 31, 2021, general and administrative expenses increased by $3.7 million and $8.5 million, respectively, as compared to the prior-year periods, primarily due to the delayed timing of our prior year's share-based compensation grant cycle, mainly in our Vista business and our central teams. The non-recurrence of temporary cost-control measures from the year-ago period also drove a year-over-year increase in corporate costs. These increases were partially offset by a non-cash gain of $3.3 million recognized during the current quarter as a result of our purchase and sale of a previously leased facility. Refer to Note 2 of the accompanying consolidated financial statements for additional details.
Other Consolidated Results
Other income (expense), net
Other income (expense), net generally consists of gains and losses from currency exchange rate fluctuations on transactions or balances denominated in currencies other than the functional currency of our subsidiaries, as well as the realized and unrealized gains and losses on some of our derivative instruments. In evaluating our currency hedging programs and ability to qualify for hedge accounting in light of our legal entity cash flows, we considered the benefits of hedge accounting relative to the additional economic cost of trade execution and administrative burden. Based on this analysis, we execute certain currency derivative contracts that do not qualify for hedge accounting.
The following table summarizes the components of other income (expense), net:
In thousands 
Three Months Ended December 31, Six Months Ended December 31,
2021202020212020
Gains (losses) on derivatives not designated as hedging instruments$6,481 $(19,020)$19,808 $(32,515)
Currency-related gains, net5,551 1,809 5,874 5,884 
Other gains807 13 327 679 
Total other income (expense), net$12,839 $(17,198)$26,009 $(25,952)
The increase in other income (expense), net was primarily due to the currency exchange rate volatility impacting our derivatives that are not designated as hedging instruments, of which our Euro and British Pound contracts are the most significant exposures that we economically hedge. We also recognize the impact from de-designated interest swap contracts that are no longer highly effective, which resulted in unrealized losses during the current period. We expect volatility to continue in future periods, as we do not apply hedge accounting for most of our derivative currency contracts.
We experienced currency-related gains due to currency exchange rate volatility on our non-functional currency intercompany relationships, which we may alter from time to time. The impact of certain cross-currency swap contracts designated as cash flow hedges is included in our currency-related gains, net, offsetting the impact of certain non-functional currency intercompany relationships.
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Interest expense, net
Interest expense, net primarily consists of interest paid on outstanding debt balances, amortization of debt issuance costs, debt discounts, interest related to finance lease obligations and realized gains (losses) on effective interest rate swap contracts and certain cross-currency swap contracts.
Interest expense, net decreased by $4.8 million and $9.6 million, respectively, during the three and six months ended December 31, 2021, as compared to the prior year periods. This is primarily due to our Term Loan B refinancing during the fourth quarter of fiscal 2021 that resulted in a reduction to our weighted-average interest rate on our outstanding borrowings.
Income tax expense
In thousands 
Three Months Ended December 31, Six Months Ended December 31,
 2021202020212020
Income tax expense$17,298 $12,954 $26,679 $19,748 
Effective tax rate23.6 %27.6 %34.3 %45.3 %

Income tax expense for the three and six months ended December 31, 2021 increased versus the prior comparative periods due to increased pre-tax profits and a less favorable mix of earnings.

We believe that our income tax reserves are adequately maintained by taking into consideration both the technical merits of our tax return positions and ongoing developments in our income tax audits. However, the final determination of our tax return positions, if audited, is uncertain and therefore there is a possibility that final resolution of these matters could have a material impact on our results of operations or cash flows. Refer to Note 10 in our accompanying consolidated financial statements for additional discussion.
Reportable Segment Results
Our segment financial performance is measured based on segment EBITDA, which is defined as operating income plus depreciation and amortization; plus proceeds from insurance; plus share-based compensation expense related to investment consideration; plus earn-out related charges; plus certain impairments; plus restructuring related charges; less gain on purchase or sale of subsidiaries.
Vista
In thousands 
Three Months Ended December 31, Six Months Ended December 31,
 202120202021 vs. 2020202120202021 vs. 2020
Reported Revenue$448,114 $431,076 4%$797,594 $760,367 5%
Segment EBITDA92,689 112,331 (17)%160,728 202,488 (21)%
% of revenue21 %26 %20 %27 %
Segment Revenue
Vista's reported revenue growth for the three months ended December 31, 2021 was negatively affected by a currency impact of 1%, while currency had an insignificant effect on the segment's revenue growth during the six months ended December 31, 2021. When excluding the benefit from the recent acquisition of Depositphotos, Vista's organic constant-currency revenue growth was 3% and 2%, respectively. Vista's revenue growth was driven by product categories such as business cards, signage, marketing materials, and promotional products. Business cards and small format marketing materials revenue improved year over year, but were still below pre-pandemic levels. Growth in these product categories was partially offset by a decline in consumer product sales year over year during the seasonal peak, with Europe lagging other regions. In addition, revenue related to customized face masks represented less than 1% of segment revenue during the current quarter as opposed to 6% in the prior period as the demand for pandemic-related products declined. Vista's results in Europe continue to lag behind North America and Australia when comparing to pre-pandemic levels.
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Segment Profitability
For the three and six months ended December 31, 2021, segment EBITDA declined by $19.2 million and $41.2 million, respectively, largely driven by increased operating expenses related to growth investments including hiring of talent, especially in user experience, design, product management, and data & analytics. These organic investments are in support of Vista's multi-year transformation journey to become the expert design and marketing partner to the world's small businesses. Additionally, Vista's advertising expense increased by $6.4 million and $19.3 million, respectively, driven in part by expanded performance advertising payback thresholds, which were more constrained during the prior-year periods when the effects of the pandemic on this segment were more severe. Inflationary input and labor costs were mostly offset by price increases and efficiency gains. The decline in profitability was also affected by government subsidy benefits in the prior comparative periods of $2.4 million and $4.9 million, respectively, which did not recur during the three and six months ended December 31, 2021. Additionally, segment EBITDA was reduced by $3.9 million and $6.0 million for the three and six months ended December 31, 2021, respectively, due to the combined impact of 99designs (acquired on October 1, 2020) and Depositphotos (acquired on October 1, 2021) and related investment.
PrintBrothers
 In thousands
Three Months Ended December 31, Six Months Ended December 31,
 202120202021 vs. 2020202120202021 vs. 2020
Reported Revenue$137,694 $121,806 13%$263,051 $221,918 19%
Segment EBITDA18,605 16,457 13%34,888 26,172 33%
% of revenue14 %14 %13 %12 %
Segment Revenue
PrintBrothers' reported revenue growth for the three and six months ended December 31, 2021 was negatively affected by a currency impact of 5% and 2%, respectively, resulting in a constant-currency revenue growth of 18% and 21%, respectively. This increase was driven by signs of overall economic recovery for our businesses in many of our European geographies, leveraging new products introduced in recent years, and price increases made to address supply chain challenges. Additionally, the PrintBrothers network and relative size allowed these businesses to address opportunities to meet customer demand when competition could not. We also benefited from the timing of elections in Germany during the first quarter of the current fiscal year, which drove sales of signage products, flyers and brochures.
Segment Profitability
PrintBrothers' segment EBITDA during the three and six months ended December 31, 2021, as compared to the prior periods, increased despite increased input costs, driven by the constant-currency revenue growth described above, the higher margin impact of new products, and improved efficiencies as the businesses in this segment better leverage their combined capabilities.
The Print Group
 In thousands
Three Months Ended December 31, Six Months Ended December 31,
 202120202021 vs. 2020202120202021 vs. 2020
Reported Revenue$90,130 $76,204 18%$162,950 $142,641 14%
Segment EBITDA16,358 12,569 30%30,747 24,752 24%
% of revenue18 %16 %19 %17 %
Segment Revenue
The Print Group's reported revenue for the three and six months ended December 31, 2021 was negatively affected by a currency impact of 5% and 2%, respectively, resulting in an increase in revenue on a constant-currency basis of 23% and 16%, respectively, due to signs of overall economic recovery in many of the European countries in which we compete and leveraging new products introduced in recent years, as well as pockets of pricing actions taken to mitigate inflationary cost pressures. During the first quarter of the current fiscal year we benefited from the timing of elections in Italy, which drove demand for signage products, flyers and brochures.
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Segment Profitability
The increase in The Print Group's segment EBITDA during the three and six months ended December 31, 2021, as compared to the prior periods, was primarily driven by the constant-currency revenue growth described above. In addition, The Print Group continues to benefit from the introduction of new products with higher margins, as well as improved efficiencies as the group better leverages its combined capabilities.
National Pen
In thousandsThree Months Ended December 31, Six Months Ended December 31,
 202120202021 vs. 2020202120202021 vs. 2020
Reported Revenue$124,717 $114,692 9%$193,981 $182,341 6%
Segment EBITDA31,599 18,728 69%23,551 8,057 192%
% of revenue25 %16 %12 %%
Segment Revenue
For the three and six months ended December 31, 2021, National Pen's revenue growth was negatively affected by currency impacts of 2% and 1%, respectively, resulting in constant-currency revenue growth of 11% and 7%, respectively. National Pen has improved across geographic markets and channels, including web and mail order channels. The business has seen improvements in results due to businesses reopening and a return of in-person events in some markets, despite a decline in revenue from pandemic-related products including masks produced on behalf of other Cimpress businesses. Mask revenue as a percent of segment revenue, including the portion produced on behalf of other Cimpress businesses, decreased from 10% in the prior comparative quarter to 3% this period.
Segment Profitability
The increase in National Pen's segment EBITDA for the three and six months ended December 31, 2021 was due in part to the revenue increase described above, as well as improvements in gross profit driven by a normalized mix of products and decline in lower-margin pandemic-related products. National Pen also made permanent cost reductions during the past year, which benefited segment EBITDA year over year. The increased profitability was also caused by the non-recurrence of the prior period's inventory reserve to reduce the carrying value of disposable masks held in inventory to market prices of $4.4 million and $5.4 million, respectively.

All Other Businesses
 In thousands
Three Months Ended December 31, Six Months Ended December 31,
 202120202021 vs. 2020202120202021 vs. 2020
Reported Revenue $57,719 $55,365 4%$105,590 $98,843 %
Segment EBITDA6,264 10,657 (41)%11,155 19,266 (42)%
% of revenue11 %19 %11 %19 %
This segment consists of BuildASign, which is a larger and profitable business, and two early-stage businesses that we continue to manage at a relatively modest operating loss as previously described and planned. We expect fluctuations in growth as each of their business models evolve in function of customer feedback, testing, and entrepreneurial pivoting.
Segment Revenue
All Other Businesses' constant-currency revenue growth, excluding the impact of acquisitions, was flat during the three months ended December 31, 2021 as we lapped last year's high-demand period for home decor products in the BuildASign business. For the six months ended December 31, 2021, constant-currency revenue growth, excluding the impact of acquisitions, increased by 2% driven by recovery of demand for both our Printi business and signage products offered by BuildASign.
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Segment Profitability
The decrease in segment EBITDA for the three and six months ended December 31, 2021 was due to a combination of factors including inflationary pressures on input costs including shipping, materials and labor during the current periods as well as less efficient advertising relative to the prior year.
Central and Corporate Costs
Central and corporate costs consist primarily of the team of software engineers that is building our mass customization platform; shared service organizations such as global procurement; technology services such as hosting and security; administrative costs of our Cimpress India offices where numerous Cimpress businesses have dedicated business-specific team members; and corporate functions including our Board of Directors, CEO, and the team members necessary for managing corporate activities, such as treasury, tax, capital allocation, financial consolidation, internal audit and legal. These costs also include certain unallocated share-based compensation costs.
Central and corporate costs increased by $5.6 million and $9.9 million, respectively, during the three and six months ended December 31, 2021, as compared to the prior year periods, due to the prior year timing of our annual share-based compensation grant, as well as the end of temporary cost-control measures from the year-ago period which drove a year-over-year increase in corporate costs. In addition, our continued investments in our mass customization platform through additional hiring in cost-efficient talent markets, and an uplift in demand contributed to higher central operating costs year over year.
Liquidity and Capital Resources
Consolidated Statements of Cash Flows Data
In thousands 
Six Months Ended December 31,
 20212020
Net cash provided by operating activities$179,911 $256,168 
Net cash used in investing activities(77,281)(76,677)
Net cash used in financing activities(49,357)(191,754)
The cash flows during the six months ended December 31, 2021 related primarily to the following items:
Cash inflows:
Net income of $51.2 million
Adjustments for non-cash items of $86.2 million primarily related to positive adjustments for depreciation and amortization of $89.7 million, share-based compensation costs of $23.5 million, and deferred taxes of $4.0 million, which were partially offset by negative adjustments for unrealized currency-related gains of $29.3 million
Total net working capital impacts of $42.5 million were a source of cash. Accounts payable and accrued expense inflows were partially offset by inventory, accounts receivable and other asset outflows
Proceeds from the maturity of held-to-maturity securities of $27.0 million
Cash outflows:
Acquisition of Depositphotos for $68.9 million, net of cash acquired and the deferred payment and post-closing adjustment, of which the majority is payable in October 2022
Internal and external costs of $32.1 million for software and website development that we have capitalized
Capital expenditures of $26.5 million of which the majority related to the purchase of manufacturing and automation equipment for our production facilities
Payments for debt of $7.7 million
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Purchase and sale of a previously leased facility that resulted in a net payment of $4.7 million due to our exercise of the lease purchase option and subsequent sale
Payments for finance lease arrangements, excluding the payment associated with the purchase option exercise included above, of $5.2 million
A $4.0 million distribution to noncontrolling interest holders
Payment of withholding taxes in connection with share awards of $2.9 million
Payment for the settlement of a derivative designated as a net investment hedge of $1.9 million
Financing fees of $1.4 million from our fourth quarter fiscal year 2021 credit facility amendment that we have capitalized
Additional Liquidity and Capital Resources Information. At December 31, 2021, we had $231.2 million of cash and cash equivalents, $174.9 million of marketable securities and $1,739.4 million of debt, excluding debt issuance costs and debt premiums and discounts. During the three and six months ended December 31, 2021, we financed our operations and strategic investments through internally generated cash flows from operations, and cash on hand. We expect to finance our future operations through our cash, investments, operating cash flow and borrowings under our debt arrangements.
As of December 31, 2021, a portion of our cash and cash equivalents were held by our subsidiaries, and undistributed earnings of our subsidiaries that are considered to be indefinitely reinvested were $45.9 million. We do not intend to repatriate these funds as the cash and cash equivalent balances are generally used and available, without legal restrictions, to fund ordinary business operations and investments of the respective subsidiaries. If there is a change in the future, the repatriation of undistributed earnings from certain subsidiaries, in the form of dividends or otherwise, could have tax consequences that could result in material cash outflows.
Contractual Obligations
Contractual obligations at December 31, 2021 are as follows:
In thousands Payments Due by Period
TotalLess
than 1
year
1-3
years
3-5
years
More
than 5
years
Operating leases, net of subleases (1)$90,535 $29,602 $40,164 $15,039 $5,730 
Purchase commitments306,904 194,305 84,100 28,498 — 
Senior unsecured notes and interest payments789,000 42,000 84,000 663,000 — 
Senior secured credit facility and interest payments (2)1,442,959 64,441 122,955 117,601 1,137,962 
Other debt10,429 3,320 5,230 1,837 42 
Finance leases, net of subleases (1)15,539 6,308 7,044 2,122 65 
Other52,677 52,677 — — — 
Total (3)$2,708,043 $392,653 $343,493 $828,097 $1,143,799 
___________________
(1) Operating and finance lease payments above include only amounts which are fixed under lease agreements. Our leases may also incur variable expenses which are not reflected in the contractual obligations above.
(2) Senior secured credit facility and interest payments include the effects of interest rate swaps, whether they are expected to be payments or receipts of cash.
(3) We may be required to make cash outlays related to our uncertain tax positions. However, due to the uncertainty of the timing of future cash flows associated with our uncertain tax positions, we are unable to make reasonably reliable estimates of the period of cash settlement, if any, with the respective taxing authorities. Accordingly, uncertain tax positions of $9.1 million as of December 31, 2021 have been excluded from the contractual obligations table above. See Note 10 in our accompanying consolidated financial statements for further information on uncertain tax positions.
Operating Leases. We rent office space under operating leases expiring on various dates through 2034. The terms of certain lease agreements require security deposits in the form of bank guarantees and letters of credit in the amount of $2.0 million in the aggregate.
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Purchase Commitments. At December 31, 2021, we had unrecorded commitments under contract of $306.9 million. Purchase commitments consisted of third-party web services of $98.0 million, software of $117.4 million, inventory and third-party fulfillment purchase commitments of $31.8 million, advertising of $22.9 million, commitments for professional and consulting fees of $4.6 million, production and computer equipment purchases of $21.2 million and other unrecorded purchase commitments of $11.1 million.
Debt. As of December 31, 2021, we have borrowings under our amended and restated senior secured credit agreement dated as of May 17, 2021 (the "Restated Credit Agreement") of $1,129.0 million consisting of the Term Loan B, which amortizes over the loan period, with a final maturity date of May 17, 2028. Our $250.0 million revolver under our Restated Credit Agreement has $243.7 million unused as of December 31, 2021. There are no drawn amounts on the revolver, but our outstanding letters of credit reduce our unused balance. Our unused balance can be drawn at any time so long as we are in compliance with our debt covenants.
Senior Unsecured Notes and Interest Payments. Our $600.0 million of 2026 Notes bear interest at a rate of 7.0% per annum and mature on June 15, 2026. Interest on the notes is payable semi-annually on June 15 and December 15 of each year and has been included in the table above.
Senior Secured Credit Facility and Interest Payments. At December 31, 2021, the Term Loan B of $1,129.0 million outstanding under our Restated Credit Agreement had repayments due on various dates through May 17, 2028, and we did not have any amounts drawn under our Revolving Credit Facility due on May 17, 2026. Interest payable included in this table is based on the interest rate as of December 31, 2021, and assumes all LIBOR-based revolving loan amounts outstanding will not be paid until maturity, but that the term loan amortization payments will be made according to our defined schedule.
Debt Covenants. The Restated Credit Agreement and the indenture that governs our 7.0% Senior Notes due 2026 contain covenants that restrict or limit certain activities and transactions by Cimpress and our subsidiaries. As of December 31, 2021, we were in compliance with all covenants under our Restated Credit Agreement and the indenture governing our 2026 Notes. Refer to Note 9 in our accompanying consolidated financial statements for additional information.
Other Debt. In addition, we have other debt which consists primarily of term loans acquired through our various acquisitions or used to fund certain capital investments. As of December 31, 2021, we had $10.4 million outstanding for those obligations that have repayments due on various dates through January 2026.
Finance Leases. We lease certain machinery and plant equipment under finance lease agreements that expire at various dates through 2034. The aggregate carrying value of the leased equipment under finance leases included in property, plant and equipment, net in our consolidated balance sheet at December 31, 2021 is $20.6 million, net of accumulated depreciation of $43.1 million. The present value of lease installments not yet due included in other current liabilities and other liabilities in our consolidated balance sheet at December 31, 2021 amounts to $24.2 million.
Other Obligations. Other obligations include deferred payments related to previous acquisitions of $52.7 million in the aggregate. This balance includes the deferred payment related to the 99designs acquisition totaling $43.7 million. The remaining liability includes deferred payments related to our acquisition of Depositphotos which are payable in January and October 2022. Refer to Note 7 in the accompanying consolidated financial statements for additional details.
Additional Non-GAAP Financial Measures
Adjusted EBITDA and adjusted free cash flow presented below, and constant-currency revenue growth and constant-currency revenue growth excluding acquisitions/divestitures presented in the consolidated results of operations section above, are supplemental measures of our performance that are not required by, or presented in accordance with, GAAP. Adjusted EBITDA is defined as GAAP operating income plus depreciation and amortization plus share-based compensation expense plus proceeds from insurance plus earn-out related charges plus certain impairments plus restructuring related charges plus realized gains or losses on currency derivatives less interest expense related to our Waltham, Massachusetts office lease less gain on purchase or sale of subsidiaries.
Adjusted EBITDA is the primary profitability metric by which we measure our consolidated financial performance and is provided to enhance investors' understanding of our current operating results from the
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underlying and ongoing business for the same reasons it is used by management. For example, as we have become more acquisitive over recent years we believe excluding the costs related to the purchase of a business (such as amortization of acquired intangible assets, contingent consideration, or impairment of goodwill) provides further insight into the performance of the underlying acquired business in addition to that provided by our GAAP operating income. As another example, as we do not apply hedge accounting for certain derivative contracts, we believe inclusion of realized gains and losses on these contracts that are intended to be matched against operational currency fluctuations provides further insight into our operating performance in addition to that provided by our GAAP operating income. We do not, nor do we suggest that investors should, consider such non-GAAP financial measures in isolation from, or as a substitute for, financial information prepared in accordance with GAAP.
Adjusted free cash flow is the primary financial metric by which we set quarterly and annual budgets both for individual businesses and Cimpress-wide. Adjusted free cash flow is defined as net cash provided by operating activities less purchases of property, plant and equipment, purchases of intangible assets not related to acquisitions, and capitalization of software and website development costs that are included in net cash used in investing activities, plus the payment of contingent consideration in excess of acquisition-date fair value and gains on proceeds from insurance that are included in net cash provided by operating activities, if any. We use this cash flow metric because we believe that this methodology can provide useful supplemental information to help investors better understand our ability to generate cash flow after considering certain investments required to maintain or grow our business, as well as eliminate the impact of certain cash flow items presented as operating cash flows that we do not believe reflect the cash flow generated by the underlying business.
Our adjusted free cash flow measure has limitations as it may omit certain components of the overall cash flow statement and does not represent the residual cash flow available for discretionary expenditures. For example, adjusted free cash flow does not incorporate our cash payments to reduce the principal portion of our debt or cash payments for business acquisitions. Additionally, the mix of property, plant and equipment purchases that we choose to finance may change over time. We believe it is important to view our adjusted free cash flow measure only as a complement to our entire consolidated statement of cash flows.
The table below sets forth operating income and adjusted EBITDA for the three and six months ended December 31, 2021 and 2020:
In thousandsThree Months Ended December 31, Six Months Ended December 31,
2021202020212020
GAAP operating income$85,981 $94,194 $102,920 $130,180 
Exclude expense (benefit) impact of:
Depreciation and amortization45,314 43,597 89,746 85,887 
Share-based compensation expense12,505 5,243 23,511 13,526 
Certain impairments and other adjustments (1)(2,713)(215)(3,493)568 
Restructuring-related charges307 2,182 (2)2,096 
Realized (losses) gains on currency derivatives not included in operating income (2)674 (1,578)(2,998)(361)
Adjusted EBITDA$142,068 $143,423 $209,684 $231,896 
_________________
(1) Certain impairments and other adjustments includes gains or losses on disposal of property, plant and equipment, net of cash received, as well as routine impairments of capitalized software. During the three and six months ended December 31, 2021, we included a gain of $3,324 for the purchase and sale of a previously leased facility, which was impaired in the prior fiscal year and is resulting in a gain in the current period. Refer to Note 2 for additional details regarding the purchase and sale of this facility.
(2) These realized (losses) gains include only the impacts of currency derivatives for which we do not apply hedge accounting. See Note 4 in our accompanying consolidated financial statements for further information.

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The table below sets forth net cash provided by operating activities and adjusted free cash flow for the six months ended December 31, 2021 and 2020:
In thousandsSix Months Ended December 31,
20212020
Net cash provided by operating activities (1)$179,911 $256,168 
Purchases of property, plant and equipment(26,539)(16,790)
Capitalization of software and website development costs(32,134)(26,445)
Adjusted free cash flow$121,238 $212,933 
_________________
(1) The decrease of net cash provided by operating activities was driven by the decrease in operating income as described earlier in this section, as well as unfavorable year-over-year impacts from changes in working capital due to significant cash preservation measures in place during the prior comparative period.

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Item 7A. Quantitative and Qualitative Disclosures About Market Risk
Interest Rate Risk. Our exposure to interest rate risk relates primarily to our cash, cash equivalents and debt.
As of December 31, 2021, our cash and cash equivalents consisted of standard depository accounts which are held for working capital purposes, money market funds, and marketable securities with an original maturity of less than 90 days. We do not believe we have a material exposure to interest rate fluctuations related to our cash and cash equivalents.
As of December 31, 2021, we had $1,129 million of variable-rate debt. As a result, we have exposure to market risk for changes in interest rates related to these obligations. In order to mitigate our exposure to interest rate changes related to our variable rate debt, we execute interest rate swap contracts to fix the interest rate on a portion of our outstanding or forecasted long-term debt with varying maturities. As of December 31, 2021, a hypothetical 100 basis point increase in rates, inclusive of our outstanding interest rate swaps, would result in a $4.3 million impact to interest expense over the next 12 months.
Currency Exchange Rate Risk. We conduct business in multiple currencies through our worldwide operations but report our financial results in U.S. dollars. We manage these currency risks through normal operating activities and, when deemed appropriate, through the use of derivative financial instruments. We have policies governing the use of derivative instruments and do not enter into financial instruments for trading or speculative purposes. The use of derivatives is intended to reduce, but does not entirely eliminate, the impact of adverse currency exchange rate movements. A summary of our currency risk is as follows:
Translation of our non-U.S. dollar revenues and expenses: Revenue and related expenses generated in currencies other than the U.S. dollar could result in higher or lower net income when, upon consolidation, those transactions are translated to U.S. dollars. When the value or timing of revenue and expenses in a given currency are materially different, we may be exposed to significant impacts on our net income and non-GAAP financial metrics, such as adjusted EBITDA.
Our currency hedging objectives are targeted at reducing volatility in our forecasted U.S. dollar-equivalent adjusted EBITDA in order to maintain stability on our incurrence-based debt covenants. Since adjusted EBITDA excludes non-cash items such as depreciation and amortization that are included in net income, we may experience increased, not decreased, volatility in our GAAP results due to our hedging approach. Our most significant net currency exposures by volume are in the Euro and British Pound.
In addition, we elect to execute currency derivatives contracts that do not qualify for hedge accounting. As a result, we may experience volatility in our consolidated statements of operations due to (i) the impact of unrealized gains and losses reported in other income (expense), net, on the mark-to-market of outstanding contracts and (ii) realized gains and losses recognized in other income (expense), net, whereas the offsetting economic gains and losses are reported in the line item of the underlying activity, for example, revenue.
Translation of our non-U.S. dollar assets and liabilities: Each of our subsidiaries translates its assets and liabilities to U.S. dollars at current rates of exchange in effect at the balance sheet date. The resulting gains and losses from translation are included as a component of accumulated other comprehensive loss on the consolidated balance sheet. Fluctuations in exchange rates can materially impact the carrying value of our assets and liabilities.

We have currency exposure arising from our net investments in foreign operations. We enter into currency derivatives to mitigate the impact of currency rate changes on certain net investments.
Remeasurement of monetary assets and liabilities: Transaction gains and losses generated from remeasurement of monetary assets and liabilities denominated in currencies other than the functional currency of a subsidiary are included in other income (expense), net, on the consolidated statements of operations. Certain of our subsidiaries hold intercompany loans denominated in a currency other than their functional currency. Due to the significance of these balances, the revaluation of intercompany loans can have a material impact on other income (expense), net. We expect these impacts may be volatile in the
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future, although our largest intercompany loans do not have a U.S. dollar cash impact for the consolidated group because they are either 1) U.S. dollar loans or 2) we elect to hedge certain non-U.S. dollar loans with cross-currency swaps and forward contracts. A hypothetical 10% change in currency exchange rates was applied to total net monetary assets denominated in currencies other than the functional currencies at the balance sheet dates to compute the impact these changes would have had on our income before taxes in the near term. The balances are inclusive of the notional value of any cross-currency swaps designated as cash flow hedges. A hypothetical decrease in exchange rates of 10% against the functional currency of our subsidiaries would have resulted in a change of $4.8 million and $0.9 million on our income before income taxes for the three months ended December 31, 2021 and 2020, respectively.
Item 9A. Controls and Procedures
Disclosure Controls and Procedures
Our management, with the participation of our chief executive officer and chief financial officer, evaluated the effectiveness of our disclosure controls and procedures as of December 31, 2021. The term “disclosure controls and procedures,” as defined in Rules 13a-15(e) and 15d-15(e) under the Securities Exchange Act of 1934, or the Exchange Act, means controls and other procedures of a company that are designed to ensure that information required to be disclosed by a company in the reports that it files or submits under the Exchange Act is recorded, processed, summarized and reported, within the time periods specified in the SEC’s rules and forms. Disclosure controls and procedures include, without limitation, controls and procedures designed to ensure that information required to be disclosed by a company in the reports that it files or submits under the Exchange Act is accumulated and communicated to the company’s management, including its principal executive and principal financial officers, as appropriate to allow timely decisions regarding required disclosure. Management recognizes that any controls and procedures, no matter how well designed and operated, can provide only reasonable assurance of achieving their objectives and management necessarily applies its judgment in evaluating the cost-benefit relationship of possible controls and procedures. Based on the evaluation of our disclosure controls and procedures as of December 31, 2021, our chief executive officer and chief financial officer concluded that, as of such date, our disclosure controls and procedures were effective at the reasonable assurance level.
Changes in Internal Control Over Financial Reporting
There were no significant changes in our internal control over financial reporting (as defined in Rules 13a-15(f) and 15d-15(f) under the Exchange Act) during the three months ended December 31, 2021 that materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

PART II. OTHER INFORMATION
Item 1. Legal Proceedings
The information required by this item is incorporated by reference to the information set forth in Item 1 of Part I, “Financial Statements - Note 13 — Commitments and Contingencies,” in the accompanying notes to the consolidated financial statements included in this Report.
Item 1A. Risk Factors
There have been no material changes with respect to the risk factors we disclosed in our Form 10-K for the fiscal year ended June 30, 2021.
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Item 6. Exhibits and Financial Statement Schedules
Exhibit No.Description
Certification pursuant to Section 302 of the Sarbanes-Oxley Act of 2002, Rule 13a-14(a)/15d-14(a), by Chief Executive Officer
Certification pursuant to Section 302 of the Sarbanes-Oxley Act of 2002, Rule 13a-14(a)/15d-14(a), by Chief Financial Officer
Certification pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002, by Chief Executive Officer and Chief Financial Officer
101The following materials from this Annual Report on Form 10-Q, formatted in Inline Extensible Business Reporting Language (iXBRL): (i) Consolidated Balance Sheets, (ii) Consolidated Statements of Operations, (iii) Statements of Shareholder's Equity, (iv) Consolidated Statements of Cash Flows and (v) Notes to Consolidated Financial Statements.
104Cover Page Interactive Data File (formatted as iXBRL and contained in Exhibit 101)
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SIGNATURES
Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.
January 27, 2022                         Cimpress plc                                                    
 By: /s/ Sean E. Quinn
Sean E. Quinn
Chief Financial Officer
(Principal Financial and Accounting Officer)
.



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Document


Exhibit 31.1
CERTIFICATION

I, Robert S. Keane, certify that:
1.I have reviewed this Quarterly Report on Form 10-Q of Cimpress plc;
2.Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;
3.Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;
4.The registrant’s other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have:
a.Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to ensure that material information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within those entities, particularly during the period in which this quarterly report is being prepared;
b.Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our supervision, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally accepted accounting principles;
c.Evaluated the effectiveness of the registrant’s disclosure controls and procedures and presented in this report our conclusions about the effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and
d.Disclosed in this report any change in the registrant’s internal control over financial reporting that occurred during the registrant’s most recent fiscal quarter (the registrants fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially affect, the registrant’s internal control over financial reporting; and
5.The registrant’s other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the registrant’s auditors and the audit committee of the registrant’s board of directors (or persons performing the equivalent functions):
a.All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably likely to adversely affect the registrant’s ability to record, process, summarize and report financial information; and
b.Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant’s internal control over financial reporting.

Date: January 27, 2022

/s/ Robert S. Keane
Robert S. Keane
Chief Executive Officer


Document

Exhibit 31.2
CERTIFICATION
I, Sean E. Quinn, certify that:
1.I have reviewed this Quarterly Report on Form 10-Q of Cimpress plc;
2.Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;
3.Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;
4.The registrant’s other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have:
a.Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to ensure that material information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within those entities, particularly during the period in which this quarterly report is being prepared;
b.Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our supervision, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally accepted accounting principles;
c.Evaluated the effectiveness of the registrant’s disclosure controls and procedures and presented in this report our conclusions about the effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and
d.Disclosed in this report any change in the registrant’s internal control over financial reporting that occurred during the registrant’s most recent fiscal quarter (the registrants fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially affect, the registrant’s internal control over financial reporting; and
5.The registrant’s other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the registrant’s auditors and the audit committee of the registrant’s board of directors (or persons performing the equivalent functions):
a.All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably likely to adversely affect the registrant’s ability to record, process, summarize and report financial information; and
b.Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant’s internal control over financial reporting.

Date: January 27, 2022
/s/ Sean E. Quinn
Sean E. Quinn
Chief Financial Officer

Document

Exhibit 32.1

CERTIFICATION PURSUANT TO 18 U.S.C. SECTION 1350,
AS ADOPTED PURSUANT TO
SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002

In connection with the Quarterly Report on Form 10-Q of Cimpress plc (the “Company”) for the quarter ended December 31, 2021 as filed with the Securities and Exchange Commission on the date hereof (the “Report”), the undersigned, Robert S. Keane, Chief Executive Officer, and Sean E. Quinn, Chief Financial Officer, of the Company, each hereby certifies, pursuant to 18 U.S.C. Section 1350, that, to his knowledge on the date hereof:
a.The Report fully complies with the requirements of Section 13(a) or 15(d) of the Securities Exchange Act of 1934; and
b.The information contained in the Report fairly presents, in all material respects, the financial condition and results of operations of the Company.

Date: January 27, 2022/s/ Robert S. Keane
Robert S. Keane
Chief Executive Officer

Date: January 27, 2022/s/ Sean E. Quinn
Sean E. Quinn
Chief Financial Officer