Scott J. Vassalluzzo - Nov 15, 2025 Form 4 Insider Report for CIMPRESS plc (CMPR)

Role: Director, Member of Section 13(d) Group, 10%+ Owner
Signature: /s/ Matthew F. Walsh, as attorney-in-fact for Scott J. Vassalluzzo
Stock symbol: CMPR
Transactions as of: Nov 15, 2025
Transactions value $: -$83,637
Form type: 4
Date filed: 11/18/2025, 04:15 PM
Previous filing: Jun 6, 2025
SEC: View on sec.gov

Reporting Owners (1)

Name	Relationship	Address	Signature	Signature date	CIK
VASSALLUZZO SCOTT J	Director, Member of Section 13(d) Group, 10%+ Owner	2200 BUTTS ROAD, SUITE 320, BOCA RATON	/s/ Matthew F. Walsh, as attorney-in-fact for Scott J. Vassalluzzo	2025-11-18	0001203547

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	CMPR	Ordinary Shares	Options Exercise	$0	+351	+0.49%	$0.00	71.7K	Nov 15, 2025	Direct	F1
transaction	CMPR	Ordinary Shares	Options Exercise	$0	+1.13K	+1.57%	$0.00	72.9K	Nov 15, 2025	Direct	F1
transaction	CMPR	Ordinary Shares	Options Exercise	$0	+494	+0.68%	$0.00	73.4K	Nov 15, 2025	Direct	F1
transaction	CMPR	Ordinary Shares	Options Exercise	$0	+638	+0.87%	$0.00	74K	Nov 15, 2025	Direct	F1
transaction	CMPR	Ordinary Shares	Tax liability	-$83.6K	-1.26K	-1.7%	$66.59	72.7K	Nov 15, 2025	Direct
holding	CMPR	Ordinary Shares						2.64M	Nov 15, 2025	By Prescott Associates L.P.	F2
holding	CMPR	Ordinary Shares						102K	Nov 15, 2025	By Prescott International Partners L.P.	F3
holding	CMPR	Ordinary Shares						874K	Nov 15, 2025	By Idoya Partners L.P.	F4
holding	CMPR	Ordinary Shares						116K	Nov 15, 2025	By Prescott Investors Profit Sharing Trust	F5
holding	CMPR	Ordinary Shares						1.96K	Nov 15, 2025	By Scott J. Vassalluzzo Family Accounts	F6

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
transaction	CMPR	Restricted Share Units (right to acquire)	Options Exercise	$0	-351	-100%	$0.00	0	Nov 15, 2025	Ordinary Shares	351	$0.00	Direct	F1, F7
transaction	CMPR	Restricted Share Units (right to acquire)	Options Exercise	$0	-1.13K	-50.02%	$0.00	1.13K	Nov 15, 2025	Ordinary Shares	1.13K	$0.00	Direct	F1, F7
transaction	CMPR	Restricted Share Units (right to acquire)	Options Exercise	$0	-494	-33.36%	$0.00	987	Nov 15, 2025	Ordinary Shares	494	$0.00	Direct	F1, F7
transaction	CMPR	Restricted Share Units (right to acquire)	Options Exercise	$0	-638	-25.01%	$0.00	1.91K	Nov 15, 2025	Ordinary Shares	638	$0.00	Direct	F1, F7

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
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.