High Roller Technologies (ROLR) COO receives RSUs and 75,000 stock options

Rhea-AI Filing Summary

High Roller Technologies' Chief Operating Officer, Francis John Milton IV, reported new equity awards. On January 8, 2026, he received 10,000 restricted stock units (RSUs) of common stock at $0 cost, granted under the High Roller Technologies, Inc. 2024 Equity Incentive Plan. These RSUs vest in equal quarterly installments over three years, starting six months after the date of employment, subject to continued service.

On the same date, he was also granted 75,000 stock options with an exercise price of $2.25 per share, also under the 2024 Equity Incentive Plan. These options vest quarterly over three years on the same schedule and have a maximum term of ten years from the grant date. Following the RSU award, he beneficially owned 12,745 shares of common stock, which includes the 10,000 RSUs and 2,745 existing shares, along with the 75,000 options.

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).

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)
01/08/2026

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	01/08/2026		A		10,000(1)	A	$0	12,745(1)	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
Stock Option (right to buy)(2)	$2.25	01/08/2026		A		75,000		(2)	01/08/2036	Common Stock	75,000	$0	75,000	D

Explanation of Responses:

1. The reported transaction involved the Reporting Person's receipt of 10,000 restricted stock units ("RSUs"). The RSUs were granted pursuant to the High Roller Technologies, Inc. 2024 Equity Incentive Plan. The RSUs shall vest in equal quarterly installments over a period of three years commencing six months after the date of employment and subject to continued service with the Company. The total reported in Column 5 includes the 10,000 newly awarded restricted stock units and 2,745 shares of common stock.

2. The options were granted pursuant to the High Roller Technologies, Inc. 2024 Equity Incentive Plan. The options shall vest and become exercisable in equal quarterly installments over a period of three years commencing six months after the date of employment and subject to continued service with the Company. The options have a maximum term of ten (10) years from the date of grant.

	/s/ John M Francis IV	01/13/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
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FAQ

What insider transactions did High Roller Technologies (ROLR) report on this Form 4?

The filing shows that the Chief Operating Officer received 10,000 restricted stock units (RSUs) of common stock and was granted 75,000 stock options on January 8, 2026.

Who is the reporting person in the High Roller Technologies (ROLR) Form 4?

The reporting person is Francis John Milton IV, who serves as Chief Operating Officer of High Roller Technologies, Inc.

What are the key terms of the stock options granted to the COO of High Roller Technologies (ROLR)?

The COO received 75,000 stock options with an exercise price of $2.25 per share. The options vest in equal quarterly installments over three years, commencing six months after the date of employment, and have a maximum term of ten years from the grant date.

How do the RSUs granted to the COO of High Roller Technologies (ROLR) vest?

The 10,000 RSUs vest in equal quarterly installments over three years, beginning six months after the date of employment and are conditioned on continued service with the company.

How many High Roller Technologies (ROLR) shares does the COO beneficially own after these transactions?

After the reported RSU award, the COO beneficially owned 12,745 shares of common stock, comprising the 10,000 newly awarded RSUs and 2,745 existing shares, in addition to 75,000 stock options.

Were the equity awards to the High Roller Technologies (ROLR) COO made under a specific plan?

Yes. Both the 10,000 RSUs and the 75,000 stock options were granted under the High Roller Technologies, Inc. 2024 Equity Incentive Plan.