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Summary of Significant Accounting Policies Summary of Significant Accounting Principles (Tables)
 3 Months Ended
Sep. 30, 2023
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, 2023 and June 30, 2023.

September 30, 2023
Amortized costUnrealized lossesFair value
Due within one year or less:
Corporate debt securities$13,337 $(143)$13,194 
U.S. government securities9,276 (80)9,196 
Total held-to-maturity securities$22,613 $(223)$22,390 

June 30, 2023
Amortized costUnrealized lossesFair value
Due within one year or less:
Commercial paper$15,982 $(10)$15,972 
Corporate debt securities16,298 (190)16,108 
U.S. government securities6,260 (69)6,191 
Total due within one year or less38,540 (269)38,271 
Due between one and two years:
Corporate debt securities1,498 (35)1,463 
U.S. government securities2,999 (66)2,933 
Total due between one and two years4,497 (101)4,396 
Total held-to-maturity securities$43,037 $(370)$42,667 
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,
 20232022
Weighted average shares outstanding, basic
26,468,769 26,178,818 
Weighted average shares issuable upon exercise/vesting of outstanding share options/RSUs/warrants (1)(2)
610,686 — 
Shares used in computing diluted net income (loss) per share attributable to Cimpress plc
27,079,455 26,178,818 
Weighted average anti-dilutive shares excluded from diluted net income (loss) per share attributable to Cimpress plc (1)
187,649 2,688,813 
___________________
(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 to purchase 1,055,377 of our ordinary shares 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, 2023, the average market price of our ordinary shares was higher than the strike price of the warrants, as such the weighted average dilutive effect of the warrants was 98,319. For the three months ended September 30, 2022, the average market price of our ordinary shares was lower than the strike price of the warrants; therefore, the total 1,055,377 outstanding warrants were considered anti-dilutive.
Interest and Other Income
The following table summarizes the components of other income, net:
 Three Months Ended September 30,
20232022
Gains on derivatives not designated as hedging instruments (1)
$8,312 $28,645 
Currency-related losses, net (2)
(2,699)(197)
Other gains (losses)
806 (1,051)
Total other income, net$6,419 $27,397 
_____________________
(1) Includes realized and unrealized gains and losses on derivative currency forward and option contracts not designated as hedging instruments. For contracts not designated as hedging instruments, we realized gains of $2,050 and $14,621 for the three months ended September 30, 2023 and 2022. Refer to Note 4 for additional details relating to our derivative contracts.
(2) Currency-related 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.