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

Role: EVP & Chief Technology Officer
Signature: /s/ Matthew F. Walsh, as attorney-in-fact for Maarten Wensveen
Stock symbol: CMPR
Transactions as of: Feb 15, 2025
Transactions value $: -$147,441
Form type: 4
Date filed: 2/19/2025, 06:39 PM
Previous filing: Nov 19, 2024
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	CMPR	Ordinary Shares	Options Exercise	$0	+3.56K	+13.86%	$0.00	29.3K	Feb 15, 2025	Direct	F1
transaction	CMPR	Ordinary Shares	Options Exercise	$0	+1.86K	+6.36%	$0.00	31.1K	Feb 15, 2025	Direct	F1
transaction	CMPR	Ordinary Shares	Options Exercise	$0	+3.7K	+11.88%	$0.00	34.8K	Feb 15, 2025	Direct	F2
transaction	CMPR	Ordinary Shares	Tax liability	-$147K	-2.74K	-7.86%	$53.85	32.1K	Feb 15, 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	-3.56K	-100%	$0.00	0	Feb 15, 2025	Ordinary Shares	3.56K	$0.00	Direct	F1, F3
transaction	CMPR	Restricted Share Units (right to acquire)	Options Exercise	$0	-1.86K	-14.29%	$0.00	11.2K	Feb 15, 2025	Ordinary Shares	1.86K	$0.00	Direct	F1, F4
transaction	CMPR	Performance Share Units	Options Exercise	$0	-3.7K	-9.09%	$0.00	37K	Feb 15, 2025	Ordinary Shares	3.7K	$0.00	Direct	F2, F5

* 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 an award 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 RSUs vest over a three year period: one-third of the original number of shares vest on the Date Exercisable in Table II and one-third vest per year thereafter.
F4	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.
F5	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.