[Form 4] Cimpress PLC Insider Trading Activity

Rhea-AI Filing Summary

Florian Baumgartner, an officer of Cimpress plc (CMPR) and EVP and CEO of its Vista business, was awarded 20,848 performance share units (PSUs) tied to Vista's fiscal-year performance. The number of shares was determined by the Compensation Committee based on revenue, adjusted EBITDA and unlevered free cash flow for the year ended June 30, 2025. Each PSU represents Cimpress' commitment to issue one ordinary share at $0. The PSUs become exercisable on 08/15/2025, expire 08/15/2028, and vest over four years: 25% on the exercisable date and 6.25% quarterly thereafter. Following the award, 20,848 underlying ordinary shares are reported as beneficially owned directly.

Insights

Compensation & Governance Expert

TL;DR: Performance-based equity grant of 20,848 PSUs ties pay to Vista operational metrics with multi-year vesting.

The grant explicitly links equity settlement to revenue, adjusted EBITDA and unlevered free cash flow for Vista, aligning pay outcomes with measurable business performance. Vesting occurs 25% at the date exercisable and 6.25% quarterly thereafter through 2028, and each PSU converts to one ordinary share at no cash exercise price. This structure is a standard performance-equity design focused on multi-year performance rather than immediate cash compensation.

Securities/Insider Activity Analyst

TL;DR: Insider Form 4 reports a performance-based award of 20,848 PSUs to a named officer; transaction appears administrative and not an outright sale.

The filing records an award (PSUs) determined on 08/07/2025 and reported as an acquisition (A) of 20,848 derivative securities with an underlying equal number of ordinary shares. The PSUs have an exercisable date of 08/15/2025 and an expiration date of 08/15/2028. The report shows direct beneficial ownership of 20,848 shares following the determination. Based on the filing detail, this is a compensation issuance rather than a market transaction.

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^*

Baumgartner Florian

(Last) (First) (Middle)

C/O CIMPRESS PLC, FIRST FLOOR BUILDING 3

FINNABAIR BUSINESS & TECHNOLOGY PARK

(Street)

DUNDALK, CO. 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 and CEO, Vista

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's Vista business 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 Florian Baumgartner	08/11/2025
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
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