[Form 4] CIMPRESS plc Insider Trading Activity

Rhea-AI Filing Summary

Cimpress plc executive reports share vesting and sale activity. On 11/15/2025, EVP and CEO, Vista, Florian Baumgartner acquired 1,691 ordinary shares from vested restricted share units and 3,550 and 1,303 ordinary shares from vested performance share units, all at an exercise price of $0. On the same date, 3,108 ordinary shares were disposed of at $66.59 per share. Following these transactions, he directly beneficially owned 59,867 Cimpress ordinary shares, along with outstanding restricted share units and performance share units that continue to vest over a four-year schedule.

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)
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		1,691	A	$0(1)	58,122	D
Ordinary Shares	11/15/2025		M		3,550	A	$0(2)	61,672	D
Ordinary Shares	11/15/2025		M		1,303	A	$0(2)	62,975	D
Ordinary Shares	11/15/2025		F		3,108	D	$66.59	59,867	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			1,691	08/15/2023(3)	08/15/2026	Ordinary Shares	1,691	$0	5,073	D
Performance Share Units	$0(2)	11/15/2025		M			3,550	08/15/2024(4)	08/15/2027	Ordinary Shares	3,550	$0	24,850	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 Florian Baumgartner	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 transactions did Cimpress (CMPR) report for Florian Baumgartner?

On 11/15/2025, Florian Baumgartner reported multiple transactions involving Cimpress ordinary shares. He acquired 1,691 shares from vested restricted share units and 3,550 and 1,303 shares from vested performance share units, and disposed of 3,108 shares at $66.59 per share.

How many Cimpress (CMPR) shares does Florian Baumgartner own after these transactions?

After the reported transactions on 11/15/2025, Florian Baumgartner directly beneficially owned 59,867 Cimpress ordinary shares, as shown in Table I of the filing.

What roles does the reporting person hold at Cimpress (CMPR)?

The reporting person, Florian Baumgartner, is an officer of Cimpress plc, serving as EVP and CEO, Vista, according to the relationship section of the report.

What are the restricted share units (RSUs) reported for Cimpress (CMPR)?

The filing notes restricted share units with each RSU representing Cimpress' commitment to issue one ordinary share. A block of 1,691 shares vested on 11/15/2025, arising from RSUs granted with a vesting schedule over four years, with 25% vesting on the initial date and 6.25% vesting quarterly thereafter.

How do the Cimpress (CMPR) performance share units (PSUs) vest for the reporting person?

The performance share units represent Cimpress' commitment to issue one ordinary share for each PSU after determining the number of shares based on performance conditions. These PSUs vest over four years: 25% of the determined shares vest on the stated exercisable date and 6.25% vest quarterly thereafter.

What derivative securities tied to Cimpress (CMPR) shares are still held after the transactions?

After the 11/15/2025 transactions, the report shows 5,073 derivative securities from restricted share units and 24,850 and 14,333 derivative securities from performance share units remaining beneficially owned, each linked to Cimpress ordinary shares and scheduled to vest over specified periods.