Florian Baumgartner - 15 Aug 2023 Form 4 Insider Report for CIMPRESS plc (CMPR)

Role: EVP and CEO, Vista
Signature: /s/Kathryn L. Leach, as attorney-in-fact for Florian Baumgartner
Issuer symbol: CMPR
Transactions as of: 15 Aug 2023
Net transactions value: -$350,643
Form type: 4
Filing time: 16 Aug 2023, 09:06:30 UTC
Previous filing: 03 Jul 2023
Next filing: 16 Nov 2023
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	+1,832	+9.2%	$0.000000	21,839	15 Aug 2023	Direct	F1
transaction	CMPR	Ordinary Shares	Options Exercise	$0	+834	+3.8%	$0.000000	22,673	15 Aug 2023	Direct	F1
transaction	CMPR	Ordinary Shares	Options Exercise	$0	+935	+4.1%	$0.000000	23,608	15 Aug 2023	Direct	F1
transaction	CMPR	Ordinary Shares	Options Exercise	$0	+6,764	+29%	$0.000000	30,372	15 Aug 2023	Direct	F1
transaction	CMPR	Ordinary Shares	Tax liability	$350,643	-4,922	-16%	$71.24	25,450	15 Aug 2023	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	-1,832	-14%	$0.000000	10,992	15 Aug 2023	Ordinary Shares	1,832	$0.000000	Direct	F1, F2
transaction	CMPR	Restricted Share Units (right to acquire)	Options Exercise	$0	-834	-50%	$0.000000	834	15 Aug 2023	Ordinary Shares	834	$0.000000	Direct	F1, F3
transaction	CMPR	Restricted Share Units (right to acquire)	Options Exercise	$0	-935	-33%	$0.000000	1,869	15 Aug 2023	Ordinary Shares	935	$0.000000	Direct	F1, F3
transaction	CMPR	Restricted Share Units (right to acquire)	Options Exercise	$0	-6,764	-25%	$0.000000	20,292	15 Aug 2023	Ordinary Shares	6,764	$0.000000	Direct	F1, 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 an award of restricted share units (RSUs). Each RSU represents Cimpress' commitment to issue one ordinary share.
F2	These RSUs vest over a four year period: 6.25% of the original number of shares vest on the Exercisable Date show in Table II and 6.25% vest per quarter thereafter.
F3	These RSUs vest over a four year period: 25% of the original number of shares vest on the Date Exercisable in Table II and 25% vest per year thereafter.
F4	These RSUs vest over a four year period: 25% of the original number of shares vest on the Exercisable Date show in Table II and 6.25% vest per quarter thereafter.