[Form 4] CIMPRESS plc Insider Trading Activity

Rhea-AI Filing Summary

Cimpress plc executive vice president and chief technology officer Maarten Wensveen reported equity transactions in the company’s ordinary shares on 11/15/2025. Several awards of restricted share units and performance share units were exercised at an exercise price of $0, resulting in acquisitions of 1,860, 3,697, and 1,303 ordinary shares as those units vested. On the same date, 3,319 ordinary shares were disposed of at a price of $66.59 per share. Following these transactions, Wensveen directly beneficially owned 24,128 Cimpress ordinary shares.

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

OMB APPROVAL

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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^*

Wensveen Maarten

(Last) (First) (Middle)

CIMPRESS PLC, FIRST FLOOR BUILDING 3

FINNABAIR BUSINESS & TECHNOLOGY PARK

(Street)

DUNDALK, COUNTY LOUTH, IRELAND

(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)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	EVP & Chief Technology Officer

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		1,860	A	$0(1)	22,447	D
Ordinary Shares	11/15/2025		M		3,697	A	$0(2)	26,144	D
Ordinary Shares	11/15/2025		M		1,303	A	$0(2)	27,447	D
Ordinary Shares	11/15/2025		F		3,319	D	$66.59	24,128	D

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			1,860	08/15/2023(3)	08/15/2026	Ordinary Shares	1,860	$0	5,580	D
Performance Share Units	$0(2)	11/15/2025		M			3,697	08/15/2024(4)	08/15/2027	Ordinary Shares	3,697	$0	25,878	D
Performance Share Units	$0(2)	11/15/2025		M			1,303	08/15/2025(4)	08/15/2028	Ordinary Shares	1,303	$0	14,333	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. 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.

3. 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.

4. 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.

Remarks:

	/s/ Matthew F. Walsh, as attorney-in-fact for Maarten Wensveen	11/18/2025
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

FAQ

What insider transaction did Cimpress (CMPR) report for 11/15/2025?

On 11/15/2025, Cimpress executive Maarten Wensveen reported the vesting and exercise of restricted and performance share units, along with the disposition of ordinary shares, as disclosed in a Form 4.

How many Cimpress (CMPR) shares did Maarten Wensveen acquire in this Form 4?

Maarten Wensveen acquired 1,860, 3,697, and 1,303 Cimpress ordinary shares upon vesting of restricted share units and performance share units, all at an exercise price of $0 per share.

How many Cimpress (CMPR) shares did the insider dispose of and at what price?

On 11/15/2025, Wensveen disposed of 3,319 Cimpress ordinary shares at a price of $66.59 per share, as reported in Table I of the Form 4.

What is Maarten Wensveen’s role at Cimpress (CMPR) according to this filing?

According to the Form 4, Maarten Wensveen is an officer of Cimpress plc, serving as EVP & Chief Technology Officer.

How many Cimpress (CMPR) shares does the insider own after these transactions?

After the reported transactions on 11/15/2025, Maarten Wensveen directly beneficially owned 24,128 Cimpress ordinary shares.

What are the vesting terms of the Cimpress RSUs reported in this Form 4?

The RSUs vest over four years: 25% of the original RSU grant vests on the initial vesting date shown in Table II, and 6.25% of that original amount vests quarterly thereafter.

What are the vesting terms of the Cimpress PSUs reported in this Form 4?

The PSUs vest over four years: 25% of the shares determined to be issuable based on performance vest on the initial vesting date in Table II, and 6.25% of that number vests quarterly thereafter.