X0609 4 2026-08-15 0 0001262976 CIMPRESS plc CMPR 0001337084 Keane Robert S true CIMPRESS PLC, FIRST FLOOR BUILDING 3 FINNABAIR BUSINESS & TECHNOLOGY PARK DUNDALK, COUNTY LOUTH L2 IRELAND 1 1 0 0 CEO, Chairman 0 Ordinary Shares 2026-08-15 4 M 0 9579 0 A 85756 D Ordinary Shares 2026-08-15 4 M 0 146 0 A 85902 D Ordinary Shares 2026-08-15 4 M 0 3387 0 A 89289 D Ordinary Shares 2026-08-15 4 M 0 347 0 A 89636 D Ordinary Shares 2026-08-15 4 M 0 30376 0 A 120012 D Ordinary Shares 2026-08-15 4 M 0 779 0 A 120791 D Ordinary Shares 2026-08-15 4 F 0 17624 94.46 D 103167 D Ordinary Shares 28375 I By RHS Delaware Holdings LLC Ordinary Shares 43128 I By Eastern Irrevocable, LLC Ordinary Shares 47088 I By Western Irrevocable, LLC Ordinary Shares 51900 I By Delaware 2001 Investment Trust Ordinary Shares 780000 I By Second Delaware 2003, LLC Ordinary Shares 986785 I By Third Delaware 2011, LLC Performance Share Units 0 2026-08-15 4 M 0 9579 0 D 2024-08-15 2027-08-15 Ordinary Shares 9579 38313 D Performance Share Unit 0 2026-08-15 4 M 0 146 0 D 2024-08-15 2027-08-15 Ordinary Shares 146 581 D Performance Share Units 0 2026-08-15 4 M 0 3387 0 D 2025-08-15 2028-08-15 Ordinary Shares 3387 27102 D Performance Share Units 0 2026-08-15 4 M 0 347 0 D 2025-08-15 2028-08-15 Ordinary Shares 347 695 D Performance Share Units 0 2026-08-15 4 M 0 30376 0 D 2026-08-15 2029-08-15 Ordinary Shares 30376 91127 D Performance Share Units 0 2026-08-15 4 M 0 779 0 D 2026-08-15 2029-08-15 Ordinary Shares 779 2336 D The shares acquired automatically vested pursuant to an award of performance share units (PSUs), with each PSU representing Cimpress' commitment to issue one ordinary share following the determination of the number of shares issuable pursuant to the award based on the level of achievement against the performance conditions. Includes 28,375 shares held by RHS Delaware Holdings LLC, of which Eastern Irrevocable, LLC and Western Irrevocable, LLC are the sole owners. These PSUs vest over the following four-year period: 25% of the number of shares determined to be issuable pursuant to the award based on the level of achievement against the performance conditions vest on the Date Exercisable shown in Table II and 6.25% of such number of shares vest quarterly thereafter. These PSUs vest over the following four-year period: 25% of the number of shares determined to be issuable pursuant to the award based on the level of achievement against the performance conditions vest on the Date Exercisable shown in Table II and 25% of such number of shares vest yearly thereafter. /s/ Sean E. Quinn, as attorney-in-fact for Robert S. Keane 2026-08-18