High Roller director granted 15,000 stock options

High Roller Technologies, Inc. director and 10% owner Michael Cribari received a grant of stock options as equity compensation.

Rhea-AI Filing Summary

High Roller Technologies, Inc. director and 10% owner Michael Cribari received a grant of stock options as equity compensation. He was awarded options for 15,000 shares of common stock at an exercise price of $5.16 per share, with no cash paid at grant.

The options will vest and become exercisable on December 31, 2026, and carry a maximum term of ten years from the May 19, 2026 grant date, expiring on May 19, 2036. After this grant, Cribari holds 15,000 options directly under the company’s 2024 Equity Incentive Plan.

Insider Trade Summary

Grant/Award: 15,000 shares

Grant/Award 1 txn

Insider Cribari Michael

Role Director, 10% Owner

Type	Security	Shares	Price	Value
Grant/Award	Stock Option (right to buy)	15,000	$0.00	$0.00

Holdings After Transaction: Stock Option (right to buy) — 15,000 contracts (Direct)

Footnotes (1)

1. F1. The options were granted pursuant to the High Roller Technologies, Inc. 2024 Equity Incentive Plan. The number of shares subject to the options shall vest and become exercisable on December 31, 2026. The options have a maximum term of ten (10) years from the date of grant.

Key Figures

Options granted: 15,000 options Exercise price: $5.16 per share Vesting date: December 31, 2026 +3 more

6 metrics

Options granted 15,000 options Stock Option (right to buy) grant on May 19, 2026

Exercise price $5.16 per share Conversion or exercise price for the 15,000 options

Vesting date December 31, 2026 Date when all 15,000 options vest and become exercisable

Expiration date May 19, 2036 Maximum ten-year term from grant date for the options

Options held after grant 15,000 options Total derivative holdings following the reported transaction

Grant price paid $0.00 No cash consideration at grant; compensation award

Key Terms

Stock Option (right to buy), 2024 Equity Incentive Plan, vest and become exercisable, maximum term of ten (10) years

4 terms

Stock Option (right to buy) financial

"security_title: "Stock Option (right to buy)""

2024 Equity Incentive Plan financial

"granted pursuant to the High Roller Technologies, Inc. 2024 Equity Incentive Plan"

vest and become exercisable financial

"shares subject to the options shall vest and become exercisable on December 31, 2026"

maximum term of ten (10) years financial

"The options have a maximum term of ten (10) years from the date of grant."

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What did Michael Cribari acquire in this High Roller Technologies (ROLR) Form 4?

Michael Cribari received a grant of stock options for 15,000 shares of High Roller Technologies common stock. These options were issued as equity compensation and give him the right to buy shares at a fixed exercise price in the future.

What is the exercise price of Michael Cribari’s new High Roller (ROLR) stock options?

The granted options have an exercise price of $5.16 per share. This means Cribari can later purchase up to 15,000 shares of High Roller common stock at $5.16, once the options vest and before they expire.

When do Michael Cribari’s High Roller Technologies (ROLR) options vest and become exercisable?

All 15,000 stock options will vest and become exercisable on December 31, 2026. Before that vesting date, Cribari cannot exercise the options, so they function as unvested equity compensation tied to future service or conditions.

When do the newly granted High Roller (ROLR) stock options held by Michael Cribari expire?

The options have a maximum term of ten years from the May 19, 2026 grant date, expiring on May 19, 2036. After that date, any unexercised options will lapse and can no longer be used to buy company shares.

How many High Roller Technologies (ROLR) options does Michael Cribari hold after this transaction?

Following this grant, Cribari holds 15,000 stock options directly. These options relate to an equal number of common shares and are all subject to vesting on December 31, 2026 under the 2024 Equity Incentive Plan.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Accepted by SEC EDGAR 05/21/2026 - 05:10 PM Learn about SEC filing 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

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^*

Cribari Michael

(Last) (First) (Middle)

400 SOUTH 4TH STREET,

SUITE 500-#390

(Street)

LAS VEGAS NEVADA 89101

(City) (State) (Zip)

UNITED STATES

(Country)

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

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

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

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
05/19/2026

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

X	Form 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)
			Code	V	Amount	(A) or (D)	Price

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)(1)	$5.16	05/19/2026		A		15,000		12/31/2026(1)	05/19/2036(1)	Common Stock	15,000	$0	15,000	D

Explanation of Responses:

1. The options were granted pursuant to the High Roller Technologies, Inc. 2024 Equity Incentive Plan. The number of shares subject to the options shall vest and become exercisable on December 31, 2026. The options have a maximum term of ten (10) years from the date of grant.

	/s/ Michael Cribari	05/21/2026
	** 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).
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)