Maarten Wensveen - 15 May 2025 Form 4 Insider Report for CIMPRESS plc (CMPR)

Role: EVP & Chief Technology Officer
Signature: /s/ Sean E. Quinn, as attorney-in-fact for Maarten Wensveen
Issuer symbol: CMPR
Transactions as of: 15 May 2025
Net transactions value: -$73,538
Form type: 4
Filing time: 19 May 2025, 16:06:14 UTC
Previous filing: 19 Feb 2025
Next filing: 11 Aug 2025
SEC: View on sec.gov

Reporting Owners (1)

Name	Relationship	Address	Signature	Signature date	CIK
Wensveen Maarten	EVP & Chief Technology Officer	CIMPRESS PLC, FIRST FLOOR BUILDING 3, FINNABAIR BUSINESS & TECHNOLOGY PARK, DUNDALK, COUNTY LOUTH, IRELAND	/s/ Sean E. Quinn, as attorney-in-fact for Maarten Wensveen	19 May 2025	0001766117

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	CMPR	Ordinary Shares	Options Exercise	$0	+1,860	+5.8%	$0.000000	33,941	15 May 2025	Direct	F1
transaction	CMPR	Ordinary Shares	Options Exercise	$0	+3,697	+11%	$0.000000	37,638	15 May 2025	Direct	F2
transaction	CMPR	Ordinary Shares	Tax liability	$73,538	-1,632	-4.3%	$45.06	36,006	15 May 2025	Direct

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
transaction	CMPR	Restricted Share Units (right to acquire)	Options Exercise	$0	-1,860	-17%	$0.000000	9,300	15 May 2025	Ordinary Shares	1,860	$0.000000	Direct	F1, F3
transaction	CMPR	Performance Share Units	Options Exercise	$0	-3,697	-10%	$0.000000	33,272	15 May 2025	Ordinary Shares	3,697	$0.000000	Direct	F2, F4

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	The shares acquired represent the number of shares that automatically vested pursuant to a grant of restricted share units (RSUs). Each RSU represents Cimpress' commitment to issue one ordinary share.
F2	The shares acquired represent the number of shares that automatically vested pursuant to an award of performance share units.
F3	These restricted share units vest over a four-year period: 25% of the original number of shares vest on the Date Exercisable in Table II and 6.25% vest at the end of each successive three-month period thereafter.
F4	These performance share units vest over a four-year period: 25% of the original number of shares vest on the Date Exercisable in Table II and 6.25% vest per quarter thereafter.