[Form 4] Cimpress PLC Insider Trading Activity

Rhea-AI Filing Summary

Maarten Wensveen, EVP & Chief Technology Officer of Cimpress plc (CMPR), reported a grant determination of 20,848 performance share units (PSUs) on 08/07/2025. The PSUs were originally awarded on 08/15/2024 and vest based on performance for the fiscal year ended June 30, 2025, with metrics tied to revenue, adjusted EBITDA, and unlevered free cash flow. Each PSU represents a commitment to issue one ordinary share if performance conditions were met.

The Compensation Committee set the number of shares issuable on 08/07/2025. Vesting occurs 25% on 08/15/2025 and the remainder at 6.25% quarterly thereafter through 08/15/2028. The reported ownership form is Direct. The Form 4 was signed by an attorney-in-fact on 08/11/2025.

Insights

Compensation & Governance Expert

TL;DR: Routine performance-based PSU award of 20,848 shares tied to explicit financial metrics with multi-year vesting.

The filing documents a determination by Cimpress' Compensation Committee that 20,848 PSUs are issuable to EVP & Chief Technology Officer Maarten Wensveen based on performance for the fiscal year ending June 30, 2025. The award was granted 08/15/2024 and converted to a final share count on 08/07/2025; each PSU equals one ordinary share. Vesting is structured to deliver 25% on 08/15/2025 and 6.25% quarterly thereafter until 08/15/2028. This is a standard performance-based long-term incentive disclosure; the form confirms execution and direct beneficial ownership without additional governance details provided.

Securities/Insider Transactions Analyst

TL;DR: Insider filing reports an award determination and vesting schedule; transaction recorded as an acquisition of derivative securities.

Table II records an acquisition (A) on 08/07/2025 of 20,848 PSUs with $0 exercise/conversion price, underlying 20,848 ordinary shares, and direct ownership. The PSUs were subject to performance metrics (revenue, adjusted EBITDA, unlevered free cash flow) for the fiscal year ended 06/30/2025. The form is signed via attorney-in-fact on 08/11/2025. The filing is a routine Section 16 report of management compensation realization; no additional market-moving details or transaction prices are disclosed.

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)
08/07/2025

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

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
Performance Share Units(1)	$0	08/07/2025		A		20,848		08/15/2025(2)	08/15/2028	Ordinary Shares	20,848	$0	20,848	D

Explanation of Responses:

1. Performance share unit (PSU) award granted on August 15, 2024 with performance conditions based on revenue, adjusted EBITDA, and unlevered free cash flow of Cimpress plc for the fiscal year ended June 30, 2025. On August 7, 2025, Cimpress' Compensation Committee determined the number of shares issuable pursuant to this PSU award based on the level of achievement against the performance conditions, with each PSU representing Cimpress' commitment to issue one ordinary share.

2. These PSUs vest over the following four-year period: 25% of the number of shares determined to be issuable 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	08/11/2025
	** 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).
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FAQ

What did the Form 4 filed for CMPR report?

The Form 4 reports the Compensation Committee's determination on 08/07/2025 that 20,848 performance share units are issuable to Maarten Wensveen.

When were the PSUs originally granted to Maarten Wensveen?

The PSU award was granted on 08/15/2024 with performance measured for the fiscal year ended June 30, 2025.

What performance metrics determine vesting of the PSUs for CMPR?

Vesting is conditioned on revenue, adjusted EBITDA, and unlevered free cash flow of Cimpress for the fiscal year ended June 30, 2025.

How and when do the PSUs vest?

Vesting is 25% on 08/15/2025 and then 6.25% quarterly thereafter, with the final vesting date noted as 08/15/2028.

What ownership form is reported for the PSUs?

The Form 4 reports the PSUs as held in a Direct (D) ownership form.