Sean E. Quinn - Aug 15, 2021 Form 4 Insider Report for CIMPRESS plc (CMPR)

Role: EVP, Chief Financial Officer
Signature: /s/Kathryn L. Leach, as attorney-in-fact for Sean E. Quinn
Stock symbol: CMPR
Transactions as of: Aug 15, 2021
Transactions value $: -$40,992
Form type: 4
Date filed: 8/16/2021, 04:14 PM
Previous filing: Jul 1, 2021
Next filing: Sep 16, 2021

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	CMPR	Ordinary Shares	Options Exercise	$0	+1.49K	+52.87%	$0.00	4.31K	Aug 15, 2021	Direct	F1
transaction	CMPR	Ordinary Shares	Tax liability	-$41K	-438	-10.17%	$93.59	3.87K	Aug 15, 2021	Direct
holding	CMPR	Ordinary Shares						5.51K	Aug 15, 2021	By Ashley E. Quinn Trust DTD 11/26/2014

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	Performance Share Units	Award	$0	+19.4K		$0.00	19.4K	Aug 15, 2021	Ordinary Shares	19.4K	$100.46	Direct	F2, F3
transaction	CMPR	Restricted Share Units (right to acquire)	Award	$0	+11.2K		$0.00	11.2K	Aug 15, 2021	Ordinary Shares	11.2K	$0.00	Direct	F4, F5
transaction	CMPR	Restricted Share Unit (right to acquire)	Options Exercise	$0	-1.49K	-25.01%	$0.00	4.47K	Aug 15, 2021	Ordinary Shares	1.49K	$0.00	Direct	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 a grant of restricted share units (RSUs). Each RSU represents Cimpress' commitment to issue one ordinary share.
F2	This dollar amount is the three-year moving average (3YMA) on the date of grant, which is the baseline against which the compound annual growth rate (CAGR) of the 3YMA will be measured.
F3	Each of these performance share units (PSU) represents a right to receive between 0 and 2.5 Cimpress ordinary shares upon the satisfaction of both (A) service-based vesting and (B) performance conditions relating to the compound annual growth rate (CAGR) of the three-year moving average of Cimpress' daily share price (3YMA). The service-based vesting condition is that 25% of the original number of PSUs vest on each June 30 of 2022 through 2025 so long as the reporting person continues to be an eligible participant under Cimpress' 2020 Equity Incentive Plan on such vesting date. If the 3YMA CAGR equals or exceeds (i) 9% on any of the fourth through seventh anniversaries of the grant date or (ii) 7% on the eighth anniversary of the grant date, then the reporting person is entitled to receive a distribution of up to 2.5 Cimpress ordinary shares for each vested PSU on a sliding scale based on the actual CAGR performance.
F4	Each RSU represents Cimpress' commitment to issue one ordinary share.
F5	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.