X0508 4 2025-11-15 0 0001262976 CIMPRESS plc CMPR 0001621706 Quinn Sean Edward CIMPRESS PLC, FIRST FLOOR BUILDING 3 FINNABAIR BUSINESS & TECHNOLOGY PARK DUNDALK, COUNTY LOUTH, IRELAND 0 1 0 0 EVP, Chief Financial Officer 0 Ordinary Shares 2025-11-15 4 M 0 2299 0 A 38783 D Ordinary Shares 2025-11-15 4 M 0 4571 0 A 43354 D Ordinary Shares 2025-11-15 4 M 0 1650 0 A 45004 D Ordinary Shares 2025-11-15 4 F 0 4121 66.59 D 40883 D Restricted Share Units (right to acquire) 0 2025-11-15 4 M 0 2299 0 D 2023-08-15 2026-08-15 Ordinary Shares 2299 6899 D Performance Share Units 0 2025-11-15 4 M 0 4571 0 D 2024-08-15 2027-08-15 Ordinary Shares 4571 31995 D Performance Share Units 0 2025-11-15 4 M 0 1650 0 D 2025-08-15 2028-08-15 Ordinary Shares 1650 18155 D The shares acquired automatically vested pursuant to an award of restricted share units (RSUs), with each RSU representing Cimpress' commitment to issue one ordinary share. 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. These RSUs vest over the following four-year period: 25% of the original number of RSUs granted vest on the Date Exercisable in Table II and 6.25% of such number of RSUs 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 6.25% of such number of shares vest quarterly thereafter. /s/ Matthew F. Walsh, as attorney-in-fact for Sean E. Quinn 2025-11-18