CIMPRESS plc — Director's Dealing 2025

Nov 18, 2025

SEC Form 4 — Statement of Changes in Beneficial Ownership

Issuer: CIMPRESS plc (CMPR)
CIK: 0001262976
Period of Report: 2025-11-15

Reporting Person: VASSALLUZZO SCOTT J (Director, 10% Owner, Member of Section 13(d) Group)

Non-Derivative Transactions

Date	Security	Code	Shares	Price	A/D	Holdings After	Ownership
2025-11-15	Ordinary Shares	M	351	—	Acquired	71730	Direct
2025-11-15	Ordinary Shares	M	1128	—	Acquired	72858	Direct
2025-11-15	Ordinary Shares	M	494	—	Acquired	73352	Direct
2025-11-15	Ordinary Shares	M	638	—	Acquired	73990	Direct
2025-11-15	Ordinary Shares	F	1256	$66.59	Disposed	72734	Direct

Derivative Transactions

Date	Security	Exercise Price	Code	Shares	A/D	Expiration	Underlying	Ownership
2025-11-15	Restricted Share Units (right to acquire)	$0	M	351	Disposed	2025-11-15	Ordinary Shares (351)	Direct
2025-11-15	Restricted Share Units (right to acquire)	$0	M	1128	Disposed	2026-11-15	Ordinary Shares (1128)	Direct
2025-11-15	Restricted Share Units (right to acquire)	$0	M	494	Disposed	2027-11-15	Ordinary Shares (494)	Direct
2025-11-15	Restricted Share Units (right to acquire)	$0	M	638	Disposed	2028-11-15	Ordinary Shares (638)	Direct

Holdings (Non-Derivative)

Security	Shares	Ownership
Ordinary Shares	2636492	Indirect
Ordinary Shares	102458	Indirect
Ordinary Shares	873610	Indirect
Ordinary Shares	116442	Indirect
Ordinary Shares	1958	Indirect

Footnotes

F1: 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.

F2: These shares are owned directly by Prescott Associates L.P. ("Prescott Associates"), a private investment limited partnership, and are beneficially owned indirectly by Prescott General Partners LLC ("PGP"), a Delaware limited liability company, as general partner of Prescott Associates. Messrs. Thomas W. Smith and Scott J. Vassalluzzo are each a managing member of PGP. PGP disclaims beneficial ownership of these shares in excess of its pecuniary interest under Rule 16a-1(a)(2)(ii)(B). The address for Prescott Associates is 2200 Butts Road, Suite 320, Boca Raton, FL 33431.

F3: These shares are owned directly by Prescott International Partners L.P. ("PIP"), a private investment limited partnership, and are beneficially owned indirectly by PGP as general partner of PIP. PGP disclaims beneficial ownership of these shares in excess of its pecuniary interest under Rule 16a-1(a)(2)(ii)(B). The address for PIP is 2200 Butts Road, Suite 320, Boca Raton, FL 33431.

F4: These shares are owned directly by Idoya Partners L.P. ("Idoya"), a private investment limited partnership, and are beneficially owned indirectly by PGP as general partner of Idoya. PGP disclaims beneficial ownership of these shares in excess of its pecuniary interest under Rule 16a-1(a)(2)(ii)(B). The address for Idoya is 2200 Butts Road, Suite 320, Boca Raton, FL 33431.

F5: These shares are owned directly by the Prescott Investors Profit Sharing Trust (the "Trust"), for which Mr. Vassalluzzo serves as a trustee. The inclusion of these shares in this report shall not be deemed an admission of beneficial ownership for purposes of Section 16 or any other purpose and Mr. Vassalluzzo disclaims beneficial ownership of these shares except to the extent of his pecuniary interest therein. The address of the Trust is 2200 Butts Road, Suite 320, Boca Raton, FL 33431.

F6: These shares are owned directly by investment accounts established for the benefit of certain family members of Mr. Vassalluzzo. The inclusion of these shares in this report shall not be deemed an admission of beneficial ownership for purposes of Section 16 or any other purpose and Mr. Vassalluzzo disclaims beneficial ownership of these shares except to the extent of his pecuniary interest therein.

F7: 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 25% of such number of RSUs vest yearly thereafter.