[Form 4] CIMPRESS plc Insider Trading Activity

Rhea-AI Filing Summary

Cimpress plc director and 10% owner Scott J. Vassalluzzo reported multiple equity transactions in Cimpress ordinary shares on 11/15/2025. Several blocks of restricted share units (RSUs) vested, delivering 351, 1,128, 494, and 638 ordinary shares at an exercise price of $0 per share as the company fulfilled prior RSU awards. To cover obligations associated with these awards, 1,256 shares were disposed of at $66.59 per share.

Following these transactions, Mr. Vassalluzzo held 72,734 ordinary shares directly, with additional indirect beneficial ownership reported through various Prescott-related investment entities and family accounts, including 2,636,492 shares held by Prescott Associates L.P. Each RSU grant vests over four years, with 25% vesting on the initial date shown and 25% vesting on each yearly anniversary.

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

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Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

VASSALLUZZO SCOTT J

(Last) (First) (Middle)

2200 BUTTS ROAD, SUITE 320

(Street)

BOCA RATON FL 33431

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
CIMPRESS plc [ CMPR ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

X	Director	X	10% Owner
	Officer (give title below)	X	Other (specify below)
			Member of Section 13(d) Group

3. Date of Earliest Transaction (Month/Day/Year)
11/15/2025

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Ordinary Shares	11/15/2025		M		351	A	$0(1)	71,730	D
Ordinary Shares	11/15/2025		M		1,128	A	$0(1)	72,858	D
Ordinary Shares	11/15/2025		M		494	A	$0(1)	73,352	D
Ordinary Shares	11/15/2025		M		638	A	$0(1)	73,990	D
Ordinary Shares	11/15/2025		F		1,256	D	$66.59	72,734	D
Ordinary Shares								2,636,492	I	By Prescott Associates L.P.(2)
Ordinary Shares								102,458	I	By Prescott International Partners L.P.(3)
Ordinary Shares								873,610	I	By Idoya Partners L.P.(4)
Ordinary Shares								116,442	I	By Prescott Investors Profit Sharing Trust(5)
Ordinary Shares								1,958	I	By Scott J. Vassalluzzo Family Accounts(6)

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares
Restricted Share Units (right to acquire)	$0(1)	11/15/2025		M			351	11/15/2022(7)	11/15/2025	Ordinary Shares	351	$0	0	D
Restricted Share Units (right to acquire)	$0(1)	11/15/2025		M			1,128	11/15/2023(7)	11/15/2026	Ordinary Shares	1,128	$0	1,127	D
Restricted Share Units (right to acquire)	$0(1)	11/15/2025		M			494	11/15/2024(7)	11/15/2027	Ordinary Shares	494	$0	987	D
Restricted Share Units (right to acquire)	$0(1)	11/15/2025		M			638	11/15/2025(7)	11/15/2028	Ordinary Shares	638	$0	1,913	D

Explanation of Responses:

1. 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.

2. 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.

3. 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.

4. 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.

5. 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.

6. 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.

7. 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.

Remarks:

	/s/ Matthew F. Walsh, as attorney-in-fact for Scott J. Vassalluzzo	11/18/2025
	** Signature of Reporting Person	Date
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