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Summary of Significant Accounting Policies Summary of Significant Accounting Principles (Tables) | 3 Months Ended
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Sep. 30, 2021
Accounting Policies [Abstract] |
Debt Securities, Held-to-maturity | 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 September 30, 2021 and June 30, 2021.
| September 30, 2021
| Amortized cost |  |  |  | Unrealized losses |  | Fair value
Due within one year or less |  |  |  |  |  |  |
Commercial paper | $ | 64,478 |  |  |  |  | $ | (13) |  |  | $ | 64,465 |
Corporate debt securities | 87,550 |  |  |  |  | (45) |  |  | 87,505 |
Total due within one year or less | 152,028 |  |  |  |  | (58) |  |  | 151,970 |
Due between one and two years |  |  |  |  |  |  |
Corporate debt securities | 40,400 |  |  |  |  | (61) |  |  | 40,339 |
Total held-to-maturity securities | $ | 192,428 |  |  |  |  | $ | (119) |  |  | $ | 192,309 |
| June 30, 2021
| Amortized cost |  |  |  | Unrealized losses |  | Fair value
Due within one year or less |  |  |  |  |  |  |
Commercial paper | $ | 74,463 |  |  |  |  | $ | (28) |  |  | $ | 74,435 |
Corporate debt securities | 77,785 |  |  |  |  | (57) |  |  | 77,728 |
Total due within one year or less | 152,248 |  |  |  |  | (85) |  |  | 152,163 |
Due between one and two years |  |  |  |  |  |  |
Corporate debt securities | 50,713 |  |  |  |  | (90) |  |  | 50,623 |
Total held-to-maturity securities | $ | 202,961 |  |  |  |  | $ | (175) |  |  | $ | 202,786 |
Interest and Other Income | The following table summarizes the components of other income (expense), net:
| Three Months Ended September 30, |  |
| 2021 |  | 2020 |  |  |  |  |  |
Gains (losses) on derivatives not designated as hedging instruments (1) | $ | 13,327 |  |  | $ | (13,495) |  |  |  |  |  |  |
Currency-related gains, net (2) | 9,350 |  |  | 4,075 |  |  |  |  |  |  |
Other (losses) gains | (480) |  |  | 666 |  |  |  |  |  |  |
Total other income (expense), net | $ | 22,197 |  |  | $ | (8,754) |  |  |  |  |  |  |
_____________________ (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 $3,288 during the three months ended September 30, 2021 while there were unrealized losses of $5,437 during the three months ended September 30, 2020.
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 September 30,
|  |  |  |  | 2021 |  | 2020
Weighted average shares outstanding, basic |  |  |  |  | 26,072,249 |  |  | 25,945,998 |
Weighted average shares issuable upon exercise/vesting of outstanding share options/RSUs/warrants (1) |  |  |  |  | 511,564 |  |  | — |
Shares used in computing diluted net income (loss) per share attributable to Cimpress plc |  |  |  |  | 26,583,813 |  |  | 25,945,998 |
Weighted average anti-dilutive shares excluded from diluted net income (loss) per share attributable to Cimpress plc (2) |  |  |  |  | 18,447 |  |  | 450,089 |
_____________________ (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 months ended September 30, 2021 and 2020, the weighted average dilutive effect of the warrants was 409,561 and 316,257 shares, respectively. (2) For the three months ended September 30, 2020, we recognized a net loss in the period and therefore presented the impact of share options, RSUs and warrants as being anti-dilutive.

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