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Summary of Significant Accounting Policies Summary of Significant Accounting Principles (Tables)
9 Months Ended
Mar. 31, 2023
Accounting Policies [Abstract]  
Debt Securities, Held-to-maturity
The following is a summary of the net carrying amount, unrealized gains, unrealized losses, and fair value of held-to-maturity securities by type and contractual maturity as of March 31, 2023 and June 30, 2022.

March 31, 2023
Amortized costUnrealized lossesFair value
Due within one year or less:
Commercial paper$30,791 $(96)$30,695 
Corporate debt securities32,242 (241)32,001 
U.S. government securities5,272 (57)5,215 
Total due within one year or less68,305 (394)67,911 
Due between one and two years:
Corporate debt securities2,496 (54)2,442 
U.S. government securities3,970 (61)3,909 
Total due within between one and two years6,466 (115)6,351 
Total held-to-maturity securities$74,771 $(509)$74,262 

June 30, 2022
Amortized costUnrealized lossesFair value
Due within one year or less:
Corporate debt securities$49,952 $(546)$49,406 
Total held-to-maturity securities$49,952 $(546)$49,406 
Interest and Other Income
The following table summarizes the components of other income, net:
 Three Months Ended March 31, Nine Months Ended March 31,
2023202220232022
(Losses) gains on derivatives not designated as hedging instruments (1)$(2,428)$11,210 $2,021 $31,017 
Currency-related gains (losses), net (2)4,187 (672)10,217 5,202 
Other (losses) gains(382)1,783 (856)2,111 
Total other income, net$1,377 $12,321 $11,382 $38,330 
_____________________
(1) Includes realized and unrealized gains and losses on derivative currency forward and option contracts not designated as hedging instruments, as well as the ineffective portion of certain interest rate swap contracts that were de-designated from hedge accounting in the prior periods. For contracts not designated as hedging instruments, we realized gains of $4,876 and $35,864 for the three and nine months ended March 31, 2023, and gains of $2,011 and losses $2,407 for the three and nine months ended March 31, 2022. Losses on ineffective interest rate swaps amounted to $6,580 and $6,364 for the three and nine months ended March 31, 2022, compared to no gains or losses in the current periods. Refer to Note 4 for additional details relating to our derivative contracts.
(2) Currency-related gains (losses), net primarily relates to significant non-functional currency intercompany financing relationships that we may change at times and are subject to currency exchange rate volatility. In addition, we have a cross-currency swap designated as a cash flow hedge which hedges the remeasurement of an intercompany loan. Refer to Note 4 for additional details relating to this cash flow hedge.
Schedule of Weighted Average Number of Shares
The following table sets forth the reconciliation of the weighted-average number of ordinary shares:
 Three Months Ended March 31, Nine Months Ended March 31,
 2023202220232022
Weighted average shares outstanding, basic and diluted26,268,301 26,102,610 26,226,989 26,090,460 
Weighted average anti-dilutive shares excluded from diluted net loss per share attributable to Cimpress plc (1)(2)3,161,275 908,354 3,045,675 770,500 
___________________
(1) In the periods in which a net loss is recognized, the impact of share options, RSUs and warrants is not included as they are anti-dilutive.
(2) 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 nine months ended March 31, 2023, the weighted average anti-dilutive effect of the warrants was 1,055,377 shares in both periods, and 103,443 and 264,963 shares for the three and nine months ended March 31, 2022, respectively.