[Form 4] CIMPRESS plc Insider Trading Activity

Rhea-AI Filing Summary

Cimpress plc (CMPR) executive Sean E. Quinn reported equity award activity on a Form 4. On 11/15/2025, Quinn, the company’s EVP and Chief Financial Officer, exercised vested restricted share units (RSUs) and performance share units (PSUs), each representing the right to receive one ordinary share upon vesting.

The filing shows multiple “M” transactions in which RSUs and PSUs converted into ordinary shares at an exercise price of $0, and one “F” transaction in which 4,121 ordinary shares were disposed of at $66.59 per share. After these transactions, Quinn directly owned 40,883 ordinary shares and continued to hold additional RSUs and PSUs that vest over a four-year period, with 25% vesting on the listed exercisable dates and 6.25% vesting quarterly thereafter.

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^*

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)
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		2,299	A	$0(1)	38,783	D
Ordinary Shares	11/15/2025		M		4,571	A	$0(2)	43,354	D
Ordinary Shares	11/15/2025		M		1,650	A	$0(2)	45,004	D
Ordinary Shares	11/15/2025		F		4,121	D	$66.59	40,883	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			2,299	08/15/2023(3)	08/15/2026	Ordinary Shares	2,299	$0	6,899	D
Performance Share Units	$0(2)	11/15/2025		M			4,571	08/15/2024(4)	08/15/2027	Ordinary Shares	4,571	$0	31,995	D
Performance Share Units	$0(2)	11/15/2025		M			1,650	08/15/2025(4)	08/15/2028	Ordinary Shares	1,650	$0	18,155	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 Sean E. Quinn	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 did Cimpress (CMPR) disclose in this Form 4 for Sean E. Quinn?

The Form 4 reports that Sean E. Quinn, EVP and Chief Financial Officer of Cimpress plc, had vested restricted share units (RSUs) and performance share units (PSUs) convert into ordinary shares on 11/15/2025, along with one disposition of ordinary shares.

How many Cimpress ordinary shares did Sean E. Quinn dispose of in this filing?

The filing shows a single “F” transaction in which 4,121 ordinary shares of Cimpress were disposed of at a price of $66.59 per share.

How many Cimpress shares does Sean E. Quinn own after the reported transactions?

Following the reported transactions on 11/15/2025, Sean E. Quinn beneficially owned 40,883 ordinary shares of Cimpress in direct ownership.

What kinds of equity awards are involved in Sean E. Quinn’s Cimpress Form 4?

The Form 4 involves restricted share units (RSUs) and performance share units (PSUs), each representing Cimpress’ commitment to issue one ordinary share per unit upon vesting, subject to the awards’ terms and performance conditions.

How do Sean E. Quinn’s Cimpress RSUs vest according to the filing?

The RSUs vest over a four-year period: 25% of the original number of RSUs granted vest on the “Date Exercisable” shown in Table II, and 6.25% of that number vest quarterly thereafter.

How do Sean E. Quinn’s Cimpress PSUs vest according to the Form 4?

The PSUs vest over a four-year period based on performance: 25% of the number of shares determined to be issuable after measuring performance vest on the “Date Exercisable” in Table II, and 6.25% of that number vest quarterly thereafter.

What derivative securities does Sean E. Quinn continue to hold after these Cimpress transactions?

After the reported transactions, Quinn continued to hold derivative securities including restricted share units and performance share units that are scheduled to vest and convert into Cimpress ordinary shares according to the four-year vesting schedules described in the filing.