Cascadia Holdings Ltd - 28 Apr 2026 Form 4 Insider Report for High Roller Technologies, Inc. (ROLR)

Reporting relationship: Director
Issuer ticker: ROLR
Reported as of: 28 Apr 2026
Net transaction value: $0
SEC form: 4
Accepted by SEC: 27 May 2026, 10:45:08 UTC
Prior SEC filing: 23 Oct 2024
Source filing: View source filing
Reporting owner signature: /s/ Brandon Eachus, Director

Key filing fact

Cascadia Holdings Ltd filed Form 4 for High Roller Technologies, Inc. (ROLR) on 27 May 2026.

Key facts

This page summarizes Cascadia Holdings Ltd's Form 4 filing for High Roller Technologies, Inc. (ROLR).
1 reported transaction and 1 derivative row are listed below.
Accepted by SEC: 27 May 2026, 10:45.

Change

Previous filing in this sequence was filed on 23 Oct 2024.
Current net transaction value: $0.

Research use

This tells you what this filing adds before you inspect full transaction and derivative tables.
You can trace every row back to the original SEC filing document.

Evidence

Filed on Form 4

Ownership activity is grounded in SEC Form 4 disclosures.

View source filing

Reporting Owners (1)

CIK 0002009695 Primary reporting owner

Cascadia Holdings Ltd

Relationship: Director
Address: OFFICE 1/5587, LEVEL G, QUANTUM HOUSE, 75 ABATE RIGORD STREET, TA' XBIEX, MALTA
Signature: /s/ Brandon Eachus, Director
Signature date: 26 May 2026

Reported non-derivative transactions

Shares, units, or other non-derivative securities reported in this filing.

ROLR transaction

Common Stock

Other

Transaction value
Shares: -787,648
Change %: -30%
Price
Shares after: 1,800,748
Date: 28 Apr 2026
Ownership: Direct
Footnotes: F1

ROLR holding

Common Stock

No transaction description listed

Transaction value
Shares
Change %
Price
Shares after: 731,388
Date: 28 Apr 2026
Ownership: See footnote
Footnotes: F2, F3

Reported derivative securities

Options, warrants, convertible securities, or similar derivative positions disclosed in the filing.

ROLR holding Derivative

Warrant (right to buy)

No transaction description listed

Transaction value
Shares
Change %
Price
Shares after: 39,712
Date: 28 Apr 2026
Ownership: See footnote
Underlying class: Common Stock
Underlying amount: 39,712
Exercise price: $2.37
Footnotes: F2, F3

^* marks a reported price that did not pass the local price check.

Additional SEC filing notes

Filing notes and footnotes

Explanation of responses 3 footnotes

Footnote F1

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.

Footnote F2

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.

Footnote F3

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.