Scott J. Vassalluzzo - 15 Nov 2025 Form 4 Insider Report for CIMPRESS plc (CMPR)

Signature
/s/ Matthew F. Walsh, as attorney-in-fact for Scott J. Vassalluzzo
Issuer symbol
CMPR
Transactions as of
15 Nov 2025
Net transactions value
-$83,637
Form type
4
Filing time
18 Nov 2025, 16:15:45 UTC
Previous filing
06 Jun 2025
Next filing
19 Dec 2025

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
VASSALLUZZO SCOTT J Director, Member of Section 13(d) Group, 10%+ Owner 2200 BUTTS ROAD, SUITE 320, BOCA RATON /s/ Matthew F. Walsh, as attorney-in-fact for Scott J. Vassalluzzo 18 Nov 2025 0001203547

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction CMPR Ordinary Shares Options Exercise $0 +351 +0.49% $0.000000 71,730 15 Nov 2025 Direct F1
transaction CMPR Ordinary Shares Options Exercise $0 +1,128 +1.6% $0.000000 72,858 15 Nov 2025 Direct F1
transaction CMPR Ordinary Shares Options Exercise $0 +494 +0.68% $0.000000 73,352 15 Nov 2025 Direct F1
transaction CMPR Ordinary Shares Options Exercise $0 +638 +0.87% $0.000000 73,990 15 Nov 2025 Direct F1
transaction CMPR Ordinary Shares Tax liability $83,637 -1,256 -1.7% $66.59 72,734 15 Nov 2025 Direct
holding CMPR Ordinary Shares 2,636,492 15 Nov 2025 By Prescott Associates L.P. F2
holding CMPR Ordinary Shares 102,458 15 Nov 2025 By Prescott International Partners L.P. F3
holding CMPR Ordinary Shares 873,610 15 Nov 2025 By Idoya Partners L.P. F4
holding CMPR Ordinary Shares 116,442 15 Nov 2025 By Prescott Investors Profit Sharing Trust F5
holding CMPR Ordinary Shares 1,958 15 Nov 2025 By Scott J. Vassalluzzo Family Accounts F6

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 -351 -100% $0.000000 0 15 Nov 2025 Ordinary Shares 351 $0.000000 Direct F1, F7
transaction CMPR Restricted Share Units (right to acquire) Options Exercise $0 -1,128 -50% $0.000000 1,127 15 Nov 2025 Ordinary Shares 1,128 $0.000000 Direct F1, F7
transaction CMPR Restricted Share Units (right to acquire) Options Exercise $0 -494 -33% $0.000000 987 15 Nov 2025 Ordinary Shares 494 $0.000000 Direct F1, F7
transaction CMPR Restricted Share Units (right to acquire) Options Exercise $0 -638 -25% $0.000000 1,913 15 Nov 2025 Ordinary Shares 638 $0.000000 Direct F1, F7
* 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 restricted share units (RSUs), with each RSU representing Cimpress' commitment to issue one ordinary share.
F2 These shares are owned directly by Prescott Associates L.P. ("Prescott Associates"), a private investment limited partnership, and are beneficially owned indirectly by Prescott General Partners LLC ("PGP"), a Delaware limited liability company, as general partner of Prescott Associates. Messrs. Thomas W. Smith and Scott J. Vassalluzzo are each a managing member of PGP. PGP disclaims beneficial ownership of these shares in excess of its pecuniary interest under Rule 16a-1(a)(2)(ii)(B). The address for Prescott Associates is 2200 Butts Road, Suite 320, Boca Raton, FL 33431.
F3 These shares are owned directly by Prescott International Partners L.P. ("PIP"), a private investment limited partnership, and are beneficially owned indirectly by PGP as general partner of PIP. PGP disclaims beneficial ownership of these shares in excess of its pecuniary interest under Rule 16a-1(a)(2)(ii)(B). The address for PIP is 2200 Butts Road, Suite 320, Boca Raton, FL 33431.
F4 These shares are owned directly by Idoya Partners L.P. ("Idoya"), a private investment limited partnership, and are beneficially owned indirectly by PGP as general partner of Idoya. PGP disclaims beneficial ownership of these shares in excess of its pecuniary interest under Rule 16a-1(a)(2)(ii)(B). The address for Idoya is 2200 Butts Road, Suite 320, Boca Raton, FL 33431.
F5 These shares are owned directly by the Prescott Investors Profit Sharing Trust (the "Trust"), for which Mr. Vassalluzzo serves as a trustee. The inclusion of these shares in this report shall not be deemed an admission of beneficial ownership for purposes of Section 16 or any other purpose and Mr. Vassalluzzo disclaims beneficial ownership of these shares except to the extent of his pecuniary interest therein. The address of the Trust is 2200 Butts Road, Suite 320, Boca Raton, FL 33431.
F6 These shares are owned directly by investment accounts established for the benefit of certain family members of Mr. Vassalluzzo. The inclusion of these shares in this report shall not be deemed an admission of beneficial ownership for purposes of Section 16 or any other purpose and Mr. Vassalluzzo disclaims beneficial ownership of these shares except to the extent of his pecuniary interest therein.
F7 These RSUs vest over the following four-year period: 25% of the original number of RSUs granted vest on the Date Exercisable in Table II and 25% of such number of RSUs vest yearly thereafter.