High Roller Technologies (ROLR) COO adds 2,277 shares in open-market buy

Rhea-AI Filing Summary

High Roller Technologies, Inc. Chief Operating Officer Francis John Milton IV purchased 2,277 shares of common stock in an open-market transaction at $3.95 per share. After this trade, he directly holds 15,022 shares, including 5,022 common shares and 10,000 unvested restricted stock units.

The company notes that the purchase was made in accordance with its trading policies, indicating it was conducted under internal compliance procedures.

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

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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).

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^*

Francis John Milton IV

(Last) (First) (Middle)

400 SOUTH 4TH STREET

SUITE 500-#390

(Street)

LAS VEGAS NV 89101

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
High Roller Technologies, Inc. [ ROLR ]

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

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

3. Date of Earliest Transaction (Month/Day/Year)
03/13/2026

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
Common Stock	03/13/2026		P(1)		2,277	A	$3.95	15,022(2)	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

Explanation of Responses:

1. The reported transaction involved open market purchases of shares in accordance with Issuer's trading policies.

2. The total reported in Column 5 includes (i) 5,022 shares of common stock and (ii) 10,000 restricted stock units, of which none have vested.

	/s/ John M Francis IV	03/17/2026
	** 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).
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FAQ

What insider transaction did High Roller Technologies (ROLR) report for its COO?

High Roller Technologies reported that COO Francis John Milton IV bought 2,277 common shares in an open-market transaction at $3.95 per share. This filing reflects a direct purchase, increasing his total reported holdings to 15,022 shares after the transaction.

At what price did the ROLR COO buy shares in the latest Form 4 filing?

The COO purchased 2,277 shares of High Roller Technologies common stock at an average price of $3.95 per share. This was an open-market transaction carried out in line with the company’s trading policies, as disclosed in the filing footnotes.

How many High Roller Technologies (ROLR) shares does the COO hold after this transaction?

Following the reported purchase, the COO holds 15,022 shares in total. This includes 5,022 shares of common stock and 10,000 restricted stock units, all of which remain unvested according to the disclosure in the Form 4 footnotes.

Were High Roller Technologies (ROLR) restricted stock units involved in the COO’s holdings?

Yes. The filing states the COO’s total reported holdings include 10,000 restricted stock units. None of these RSUs have vested yet, so they represent future potential shares in addition to his 5,022 currently held common shares.

When did the High Roller Technologies (ROLR) COO complete this open-market share purchase?

The transaction occurred on March 13, 2026. On that date, the COO executed an open-market purchase of 2,277 common shares at $3.95 per share, increasing his total beneficial ownership reported in the Form 4 filing.