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Form 4 High Roller Technologies For: Apr 28 Filed by: Cascadia Holdings Ltd

May 27, 2026 10:45 AM
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).
1. Name and Address of Reporting Person *
Cascadia Holdings Ltd

(Last) (First) (Middle)
OFFICE 1/5587, LEVEL G, QUANTUM HOUSE
75 ABATE RIGORD STREET

(Street)
TA' XBIEX O1

(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)
X Director 10% Owner
Officer (give title below) Other (specify below)
3. Date of Earliest Transaction (Month/Day/Year)
04/28/2026
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 04/28/2026 J (1) 787,648 D (1) 1,800,748 D
Common Stock 731,388 I See footnote (2) (3)
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
Warrant (right to buy) $ 2.37 06/30/2022 06/30/2027 Common Stock 39,712 39,712 I See footnote (2) (3)
Explanation of Responses:
1. Cascadia Holdings Ltd. ("Cascadia") distributed 787,648 shares of common stock of High Roller Technologies, Inc. ("Company") to one of its shareholders, pro rata to his interest for no additional consideration, pursuant to share redemption agreement between that shareholder and Cascadia.
2. Includes indirect joint beneficial ownership of 731,388 shares of common stock held by Spike Up Media A.B. ("Spike Up AB") and 39,172 shares of common stock issuable upon exercise of a warrant of the Issuer held by Spike Up Media LLC ("Spike Up LLC"). Spike Up LLC is a wholly owned indirect subsidiary of Spike Up A.B., which is a wholly owned subsidiary of Ellmount Interactive A. B. ("Interactive"). Cascadia and OEH Invest AB ("OEH") own 66.9% and 33.1% of Interactive, respectively. Michael Cribari and Brandon Eachus as principal shareholders of Cascadia have joint voting and dispositive authority over the shares of Issuer held directly by Cascadia.
3. OEH and Cascadia may be deemed to have joint voting and joint dispositive power over the securities of the Issuer beneficially held by Interactive and a minority shareholder of Cascadia, who has no voting or dispositive power over shares directly held by Cascadia, may be deemed to have a limited pecuniary interest in the shares held indirectly by Interactive.
/s/ Brandon Eachus, Director 05/26/2026
** Signature of Reporting Person Date
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* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
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