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Summary of Significant Accounting Policies Summary of Significant Accounting Principles (Tables) | 9 Months Ended
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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 cost |  |  |  | Unrealized losses |  | Fair value
Due within one year or less: |  |  |  |  |  |  |
Commercial paper | $ | 30,791 |  |  |  |  | $ | (96) |  |  | $ | 30,695 |
Corporate debt securities | 32,242 |  |  |  |  | (241) |  |  | 32,001 |
U.S. government securities | 5,272 |  |  |  |  | (57) |  |  | 5,215 |
Total due within one year or less | 68,305 |  |  |  |  | (394) |  |  | 67,911 |
Due between one and two years: |  |  |  |  |  |  |
Corporate debt securities | 2,496 |  |  |  |  | (54) |  |  | 2,442 |
U.S. government securities | 3,970 |  |  |  |  | (61) |  |  | 3,909 |
Total due within between one and two years | 6,466 |  |  |  |  | (115) |  |  | 6,351 |
Total held-to-maturity securities | $ | 74,771 |  |  |  |  | $ | (509) |  |  | $ | 74,262 |
| June 30, 2022
| Amortized cost |  | Unrealized losses |  |  |  | Fair 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,
| 2023 |  | 2022 |  | 2023 |  | 2022 |  |
(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,
| 2023 |  | 2022 |  | 2023 |  | 2022 |  |
Weighted average shares outstanding, basic and diluted | 26,268,301 |  |  | 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.

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