[Form 4] CIMPRESS plc Insider Trading Activity

Rhea-AI Filing Summary

Cimpress plc director Dessislava Temperley reported insider transactions on 09/15/2025. 435 restricted share units (RSUs) vested and converted into 435 ordinary shares at no cash cost, increasing her holdings to 3,139 ordinary shares. On the same date she disposed of 209 ordinary shares at an average price of $57.10 per share, leaving her with 2,930 shares after the sale. The RSUs referenced were part of a grant that began vesting on 09/15/2022 and vest over four years (25% at the initial vesting date and 25% annually thereafter). The Form 4 was signed by an attorney-in-fact on 09/16/2025.

Positive

• 435 RSUs vested and converted into 435 ordinary shares at no cash cost, increasing insider alignment with shareholders
• Form 4 discloses transaction details including quantities, prices, vesting schedule, and signature, meeting Section 16 disclosure requirements

Negative

• Insider sold 209 shares at $57.10, which reduces her immediate ownership stake
• Remaining holdings are relatively small (2,930 shares), limiting the scale of insider ownership disclosed here

Insights

Securities Analyst

TL;DR: Director received 435 shares via RSU vesting and sold 209 shares at $57.10; overall ownership remains modest.

The filing documents routine executive compensation vesting and a contemporaneous open-market sale. The vesting converted 435 RSUs into ordinary shares at no cash cost, consistent with standard equity compensation. The sale of 209 shares at $57.10 reduced immediate holdings but left the reporting person with 2,930 shares. These transactions are typical for directors realizing vested compensation and do not, by themselves, disclose company-specific operational changes or material new information for valuation.

Corporate Governance Expert

TL;DR: Transaction is a standard RSU vesting and partial sale by a director; disclosures appear complete.

The Form 4 clearly identifies the reporting person as a director and shows both the automatic vesting of RSUs and a subsequent sale. The RSU vesting schedule is documented (initial vesting 09/15/2022 with annual 25% vesting), and the form includes an attorney-in-fact signature. From a governance and disclosure standpoint, the filing meets Section 16 reporting requirements and supplies the material facts required about quantity, price, and dates.

SEC Form 4

FORM 4

UNITED 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

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Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

1. Name and Address of Reporting Person^*

Temperley Dessislava

(Last) (First) (Middle)

CIMPRESS PLC, FIRST FLOOR BUILDING 3

FINNABAIR BUSINESS & TECHNOLOGY PARK

(Street)

DUNDALK, COUNTY LOUTH L2 A91 XR61

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
CIMPRESS plc [ CMPR ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

X	Director		10% Owner
	Officer (give title below)		Other (specify below)

3. Date of Earliest Transaction (Month/Day/Year)
09/15/2025

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

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)
			Code	V	Amount	(A) or (D)	Price
Ordinary Shares	09/15/2025		M		435	A	$0(1)	3,139	D
Ordinary Shares	09/15/2025		F		209	D	$57.1	2,930	D

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)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares
Restricted Share Units (right to acquire)	$0(1)	09/15/2025		M			435	09/15/2022(2)	09/15/2025	Ordinary Shares	435	$0	0	D

Explanation of Responses:

1. 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.

2. 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.

Remarks:

	/s/ Matthew F. Walsh, as attorney-in-fact for Dessislava Temperley	09/16/2025
	** Signature of Reporting Person	Date
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.

FAQ

What did CMPR director Dessislava Temperley report on the Form 4?

The Form 4 reports 435 RSUs vested which converted into 435 ordinary shares and a contemporaneous sale of 209 shares at $57.10 each on 09/15/2025.

How many Cimpress (CMPR) shares does Dessislava Temperley own after these transactions?

After the reported transactions she beneficially owned 2,930 ordinary shares.

What was the acquisition price for the vested RSUs reported on the Form 4?

The RSUs converted into ordinary shares at an effective price of $0.00 per share (they vested as equity awards).

What is the vesting schedule for the RSUs referenced in the filing?

The RSUs vest over four years: 25% vested on 09/15/2022 and 25% each year thereafter, per the filing explanation.

When was the Form 4 signed and who signed it?

The Form 4 was signed by Matthew F. Walsh as attorney-in-fact for Dessislava Temperley on 09/16/2025.