Robert S. Keane - 15 Nov 2025 Form 4 Insider Report for CIMPRESS plc (CMPR)

Role
CEO, Chairman, Director
Signature
/s/ Matthew F. Walsh, as attorney-in-fact for Robert S. Keane
Issuer symbol
CMPR
Transactions as of
15 Nov 2025
Transactions value $
-$359,852
Form type
4
Filing time
18 Nov 2025, 16:14:36 UTC
Previous filing
28 Aug 2025
SEC
View on sec.gov

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Keane Robert S CEO, Chairman, Director CIMPRESS PLC, FIRST FLOOR BUILDING 3, FINNABAIR BUSINESS & TECHNOLOGY PARK, DUNDALK, COUNTY LOUTH, IRELAND /s/ Matthew F. Walsh, as attorney-in-fact for Robert S. Keane 18 Nov 2025 0001337084

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction CMPR Ordinary Shares Options Exercise $0 +9.58K +16.69% $0.00 67K 15 Nov 2025 Direct F1
transaction CMPR Ordinary Shares Options Exercise $0 +146 +0.22% $0.00 67.1K 15 Nov 2025 Direct F1
transaction CMPR Ordinary Shares Options Exercise $0 +3.39K +5.05% $0.00 70.5K 15 Nov 2025 Direct F1
transaction CMPR Ordinary Shares Tax liability -$360K -5.4K -7.67% $66.59 65.1K 15 Nov 2025 Direct
holding CMPR Ordinary Shares 221K 15 Nov 2025 By Keane Family Foundation
holding CMPR Ordinary Shares 28.4K 15 Nov 2025 By RHS Delaware Holdings LLC
holding CMPR Ordinary Shares 43.1K 15 Nov 2025 By Eastern Irrevocable, LLC F2
holding CMPR Ordinary Shares 47.1K 15 Nov 2025 By Western Irrevocable, LLC F2
holding CMPR Ordinary Shares 51.9K 15 Nov 2025 By Delaware 2001 Investment Trust
holding CMPR Ordinary Shares 780K 15 Nov 2025 By Second Delaware 2003, LLC
holding CMPR Ordinary Shares 987K 15 Nov 2025 By Third Delaware 2011, LLC

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 Options Exercise $0 -9.58K -12.5% $0.00 67K 15 Nov 2025 Ordinary Shares 9.58K $0.00 Direct F1, F3
transaction CMPR Performance Share Unit Options Exercise $0 -146 -12.54% $0.00 1.02K 15 Nov 2025 Ordinary Shares 146 $0.00 Direct F1, F3
transaction CMPR Performance Share Units Options Exercise $0 -3.39K -8.33% $0.00 37.3K 15 Nov 2025 Ordinary Shares 3.39K $0.00 Direct F1, F3
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 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.
F2 Includes 28,375 shares held by RHS Holdings Incorporated, of which The Eastern Irrevocable Trust and The Western Irrevocable Trust are the sole shareholders.
F3 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.