STOCK TITAN

Cimpress (NASDAQ: CMPR) CEO exercises PSUs and covers tax with shares

Filing Impact
(Neutral)
Filing Sentiment
(Neutral)
Form Type
4

Rhea-AI Filing Summary

Cimpress plc director and CEO Robert S. Keane reported routine equity compensation activity involving performance share units (PSUs) and ordinary shares. On May 15, 2026, PSUs automatically vested based on performance conditions, resulting in the issuance of 13,112 ordinary shares at a conversion price of $0.00 per share through multiple PSU awards.

To cover tax obligations, 4,522 ordinary shares were disposed of at $93.25 per share as a tax-withholding transaction, a non-market sale to the issuer, leaving 82,677 ordinary shares held directly. Keane also reports substantial indirect ownership of Cimpress ordinary shares through several Delaware LLCs and a Delaware investment trust, including 986,785 shares held by Third Delaware 2011, LLC and 780,000 shares held by Second Delaware 2003, LLC.

The filing notes that each PSU represents a commitment to issue one ordinary share upon determination of performance outcomes, with awards vesting over four years, including an initial 25% vesting and subsequent quarterly vesting at 6.25% of the performance-determined amount.

Positive

  • None.

Negative

  • None.
Insider Keane Robert S
Role CEO, Chairman
Type Security Shares Price Value
Exercise Performance Share Units 9,579 $0.00 --
Exercise Performance Share Unit 145 $0.00 --
Exercise Performance Share Units 3,388 $0.00 --
Exercise Ordinary Shares 9,579 $0.00 --
Exercise Ordinary Shares 145 $0.00 --
Exercise Ordinary Shares 3,388 $0.00 --
Tax Withholding Ordinary Shares 4,522 $93.25 $422K
holding Ordinary Shares -- -- --
holding Ordinary Shares -- -- --
holding Ordinary Shares -- -- --
holding Ordinary Shares -- -- --
holding Ordinary Shares -- -- --
holding Ordinary Shares -- -- --
Holdings After Transaction: Performance Share Units — 47,892 shares (Direct, null); Performance Share Unit — 727 shares (Direct, null); Ordinary Shares — 83,666 shares (Direct, null); Ordinary Shares — 28,375 shares (Indirect, By RHS Delaware Holdings LLC)
Footnotes (1)
  1. 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. Includes 28,375 shares held by RHS Delaware Holdings LLC, of which Eastern Irrevocable, LLC and Western Irrevocable, LLC are the sole owners. 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.
PSU exercises into ordinary shares 13,112 ordinary shares Shares issued from PSU vesting on May 15, 2026 at $0.00 conversion price
Tax-withholding disposition 4,522 ordinary shares at $93.25/share Shares delivered to cover tax liability on May 15, 2026
Direct holdings after transactions 82,677 ordinary shares Direct Cimpress ordinary shares held by Robert S. Keane after May 15, 2026 events
Indirect holdings via Third Delaware 2011, LLC 986,785 ordinary shares Indirect Cimpress ownership reported through Third Delaware 2011, LLC
Indirect holdings via Second Delaware 2003, LLC 780,000 ordinary shares Indirect Cimpress ownership reported through Second Delaware 2003, LLC
Remaining PSUs in one award 30,489 performance share units PSUs remaining after the May 15, 2026 transaction in one grant
Additional PSU award balance 727 performance share units Balance of another PSU grant after May 15, 2026
Further PSU award balance 47,892 performance share units Balance of a third PSU grant after May 15, 2026
performance share units financial
"The shares acquired automatically vested pursuant to an award of performance share units (PSUs), with each PSU representing Cimpress' commitment..."
Performance share units are a type of company stock award given to employees that depend on the company meeting specific goals or targets. If these goals are achieved, the employee receives shares or the value of shares; if not, they may receive little or no compensation. This aligns employees’ interests with the company's success and encourages performance that benefits investors.
tax-withholding disposition financial
"transaction_action": "tax-withholding disposition""
A tax-withholding disposition is an event or transaction—such as selling or transferring securities, exercising options, or receiving compensation—that triggers a requirement to hold back part of the payment and remit it to tax authorities. It matters to investors because it reduces the cash they receive immediately and can change the timing and amount of taxable income, like a cashier taking a portion of your sale proceeds to pay taxes before you get the rest.
Ordinary Shares financial
""security_title": "Ordinary Shares""
Ordinary shares are a type of ownership stake in a company, giving shareholders a right to participate in the company’s profits and decision-making through voting. They are similar to owning a piece of a business, and their value can rise or fall based on the company's performance. Investors buy ordinary shares to potentially earn dividends and benefit from the company's growth over time.
derivative exercise/conversion financial
""transaction_action": "derivative exercise/conversion""
performance conditions financial
"based on the level of achievement against the performance conditions."
SEC Form 4
FORM 4UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number:3235-0287
Estimated average burden
hours per response:0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
Keane Robert S

(Last)(First)(Middle)
CIMPRESS PLC, FIRST FLOOR BUILDING 3
FINNABAIR BUSINESS & TECHNOLOGY PARK

(Street)
DUNDALK, COUNTY LOUTH

(City)(State)(Zip)

IRELAND

(Country)
2. Issuer Name and Ticker or Trading Symbol
CIMPRESS plc [ CMPR ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
XDirector10% Owner
XOfficer (give title below)Other (specify below)
CEO, Chairman
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
05/15/2026
6. Individual or Joint/Group Filing (Check Applicable Line)
XForm filed by One Reporting Person
Form filed by More than One Reporting Person
4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year)2A. Deemed Execution Date, if any (Month/Day/Year)3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeVAmount(A) or (D)Price
Ordinary Shares05/15/2026M9,579A$0(1)83,666D
Ordinary Shares05/15/2026M145A$0(1)83,811D
Ordinary Shares05/15/2026M3,388A$0(1)87,199D
Ordinary Shares05/15/2026F4,522D$93.2582,677D
Ordinary Shares28,375IBy RHS Delaware Holdings LLC
Ordinary Shares43,128(2)IBy Eastern Irrevocable, LLC
Ordinary Shares47,088(2)IBy Western Irrevocable, LLC
Ordinary Shares51,900IBy Delaware 2001 Investment Trust
Ordinary Shares780,000IBy Second Delaware 2003, LLC
Ordinary Shares986,785IBy Third Delaware 2011, LLC
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year)3A. Deemed Execution Date, if any (Month/Day/Year)4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year)7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Performance Share Units$0(1)05/15/2026M9,57908/15/2024(3)08/15/2027Ordinary Shares9,579$047,892D
Performance Share Unit$0(1)05/15/2026M14508/15/2024(3)08/15/2027Ordinary Shares145$0727D
Performance Share Units$0(1)05/15/2026M3,38808/15/2025(3)08/15/2028Ordinary Shares3,388$030,489D
Explanation of Responses:
1. 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.
2. Includes 28,375 shares held by RHS Delaware Holdings LLC, of which Eastern Irrevocable, LLC and Western Irrevocable, LLC are the sole owners.
3. 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.
Remarks:
/s/ Sean E. Quinn, as attorney-in-fact for Robert S. Keane05/18/2026
** Signature of Reporting PersonDate
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)

FAQ

What insider transactions did Cimpress (CMPR) CEO Robert S. Keane report?

Robert S. Keane reported PSU vesting that issued 13,112 Cimpress ordinary shares at a $0.00 conversion price, plus a 4,522-share tax-withholding disposition at $93.25 per share. These are compensation and tax events, not open-market purchases or sales.

How many Cimpress (CMPR) shares does Robert S. Keane hold directly after this Form 4?

After the reported transactions, Robert S. Keane directly holds 82,677 Cimpress ordinary shares. This balance reflects PSU exercises that added shares and a tax-withholding disposition that reduced shares to satisfy related tax obligations on the vested awards.

Were the Cimpress (CMPR) Form 4 transactions open-market buys or sells?

The filing shows no open-market buys or sells. It reports PSU exercises that issued 13,112 ordinary shares at $0.00 and a 4,522-share tax-withholding disposition at $93.25, which is a non-market transfer to cover tax liabilities on vested equity awards.

What indirect Cimpress (CMPR) share holdings are associated with Robert S. Keane?

Indirect holdings include 986,785 Cimpress ordinary shares held by Third Delaware 2011, LLC and 780,000 shares held by Second Delaware 2003, LLC, among other entities. These positions are reported as indirect ownership linked to Keane through LLCs and a Delaware investment trust.

How do Cimpress (CMPR) performance share units (PSUs) vest for Robert S. Keane?

Each PSU represents a commitment to issue one Cimpress ordinary share, with the number based on performance conditions. For these awards, 25% of the performance-determined shares vest on the stated exercisable date, and 6.25% vest quarterly over the following four-year period.