X0609 4 2026-08-15 0 0001262976 CIMPRESS plc CMPR 0001621706 Quinn Sean Edward true CIMPRESS PLC, FIRST FLOOR BUILDING 3 FINNABAIR BUSINESS & TECHNOLOGY PARK DUNDALK, COUNTY LOUTH L2 IRELAND 0 1 0 0 EVP, Chief Financial Officer 0 Ordinary Shares 2026-08-15 4 M 0 2299 0 A 31236 D Ordinary Shares 2026-08-15 4 M 0 4570 0 A 35806 D Ordinary Shares 2026-08-15 4 M 0 1651 0 A 37457 D Ordinary Shares 2026-08-15 4 M 0 14799 0 A 52256 D Ordinary Shares 2026-08-15 4 F 0 11277 94.46 D 40979 D Restricted Share Units (right to acquire) 0 2026-08-15 4 M 0 2299 0 D 2023-08-15 2026-08-15 Ordinary Shares 2299 0 D Performance Share Units 0 2026-08-15 4 M 0 4570 0 D 2024-08-15 2027-08-15 Ordinary Shares 4570 18283 D Performance Share Units 0 2026-08-15 4 M 0 1651 0 D 2025-08-15 2028-08-15 Ordinary Shares 1651 13203 D Performance Share Units 0 2026-08-15 4 M 0 14799 0 D 2026-08-15 2029-08-15 Ordinary Shares 14799 44395 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/ Sean E. Quinn 2026-08-18