[Form 4] Cimpress PLC Insider Trading Activity

Rhea-AI Filing Summary

Sean E. Quinn, EVP & Chief Financial Officer of Cimpress plc (CMPR), reported multiple equity transactions on 08/15/2025. Several restricted share units (RSUs) and performance share units (PSUs) vested or were recorded as acquired: 2,804 RSUs, 2,300 RSUs, 4,570 PSUs and 6,602 PSUs, each shown as acquired at $0 reflecting vesting or issuance terms. Following the transactions, Quinn beneficially owned between 26,884 and 40,356 ordinary shares across different line items. Separately, 7,872 ordinary shares were disposed of at a price of $60.16 per share. The Form 4 explains RSU and PSU vesting schedules and that each unit represents Cimpress' commitment to issue one ordinary share when vested or earned.

Positive

• Multiple RSU and PSU vestings were reported, increasing the executive's direct beneficial ownership without cash outlay.
• Filing includes clear vesting schedules and exercisability/expiration dates for awards, demonstrating compliance with reporting requirements.

Negative

• Disposition of 7,872 ordinary shares at $60.16 reduced the reporting person's holdings; the form does not state the reason for the sale.
• No explanation provided on whether the sale was for tax withholding, diversification, or other purposes.

Insights

Securities Analyst

TL;DR: Insider vesting increased Quinn's shareholdings while a separate sale of 7,872 shares at $60.16 reduced his position.

The filing documents routine equity compensation vesting and a contemporaneous disposition. Multiple tranches of RSUs and PSUs were recorded as acquired at $0, consistent with automatic vesting or performance-determined issuance, which increases the executive's direct beneficial ownership without an outlay of cash. The sale of 7,872 shares at $60.16 is recorded separately and reduced holdings; the form does not state whether the sale was for diversification, tax-withholding, or other reasons. Overall, this is a standard reporting of compensation vesting and an ordinary-course sale rather than a change in corporate control or governance.

Corporate Governance Expert

TL;DR: Transactions reflect standard equity award vesting practices and a disclosed sale; no governance concerns are evident from the form alone.

The disclosures specify vesting schedules for RSUs and PSUs and identify Quinn as EVP and CFO, satisfying Section 16 reporting obligations. The filing includes clear vesting periods and exercisability dates for awards and documents the number of shares beneficially owned after each reported transaction. There is no indication of related-party transactions, unusual timing, or amendment language that would suggest governance irregularities. Based solely on this Form 4, the activity appears routine and compliance-oriented.

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

OMB Number:			3235-0287
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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^*

Quinn Sean Edward

(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 Financial Officer

3. Date of Earliest Transaction (Month/Day/Year)
08/15/2025

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	08/15/2025		M		2,804	A	$0(1)	26,884	D
Ordinary Shares	08/15/2025		M		2,300	A	$0(1)	29,184	D
Ordinary Shares	08/15/2025		M		4,570	A	$0(2)	33,754	D
Ordinary Shares	08/15/2025		M		6,602	A	$0(2)	40,356	D
Ordinary Shares	08/15/2025		F		7,872	D	$60.16	32,484	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)	08/15/2025		M			2,804	08/15/2022(3)	08/15/2025	Ordinary Shares	2,804	$0	0	D
Restricted Share Units (right to acquire)	$0(1)	08/15/2025		M			2,300	08/15/2023(4)	08/15/2026	Ordinary Shares	2,300	$0	9,198	D
Performance Share Units	$0(2)	08/15/2025		M			4,570	08/15/2024(5)	08/15/2027	Ordinary Shares	4,570	$0	36,566	D
Performance Share Units	$0(2)	08/15/2025		M			6,602	08/15/2025(5)	08/15/2028	Ordinary Shares	6,602	$0	19,805	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 25% of such number of RSUs vest yearly thereafter.

4. 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.

5. 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 Sean E. Quinn	08/15/2025
	** 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 transactions did CMPR insider Sean E. Quinn report on the Form 4?

Answer: The Form 4 reports vesting/acquisition of RSUs and PSUs (2,804; 2,300; 4,570; 6,602 units) and a disposition of 7,872 ordinary shares at $60.16 each on 08/15/2025.

Do the RSUs and PSUs have cash exercise prices for CMPR reported on the form?

Answer: No. The RSUs and PSUs are shown as acquired at $0, reflecting vesting or performance-based issuance rather than a cash purchase.

How many ordinary shares did Quinn beneficially own after the reported transactions?

Answer: The Form 4 lists varying post-transaction beneficial ownership amounts by line item, including 26,884, 29,184, 33,754, 40,356, and 32,484 shares following specific transactions.

Are the vesting schedules for the awards disclosed on the Form 4?

Answer: Yes. The filing states RSU and PSU vesting schedules and that 25% vests on the Date Exercisable with the remainder vesting annually or quarterly as specified.

Was the sale of 7,872 shares part of a Rule 10b5-1 plan according to the Form 4?

Answer: The Form 4 does not indicate that the transaction was made pursuant to a Rule 10b5-1 plan; no such designation is shown in the provided content.