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Ben Clemes, Chief Executive Officer of High Roller Technologies, Inc. (ROLR), reported purchasing common stock on 08/19/2025. The Form 4 shows open-market purchases totaling 5,754 shares at a weighted average price of $2.53 per share, with individual trade prices ranging from $2.375 to $2.60. After these transactions the reporting person beneficially owned 160,607 shares. The filing states the purchases were made in accordance with the issuer's trading policies. The Form 4 is signed by Ben Clemes on 08/20/2025.

Adam Jonathan Felman, Chief Financial Officer of High Roller Technologies, Inc. (ROLR), reported an open-market purchase of 5,050 shares on 08/18/2025 at a weighted average price of $2.39 per share. After the transactions he beneficially owns 55,050 shares. The filing states the purchases were made under the issuers trading policies and that individual trades ranged from $2.345 to $2.44 per share; the reporting person will provide a breakdown of the number of shares bought at each price on request. The Form 4 bears the reporting signature dated 08/20/2025.

Brandon Eachus, a director and reported 10% owner of High Roller Technologies, Inc. (ROLR), reported an open-market purchase of 20,000 shares on 08/18/2025 at a weighted average price of $2.48 per share. After the purchase, Eachus directly beneficially owned 89,968 shares. The filing also reports existing indirect holdings: 2,588,395 shares through Cascadia Holdings Limited and 731,388 shares through Spike Up Media A.B., plus 39,172 shares issuable upon exercise of a warrant held by Spike Up Media LLC, as previously disclosed. The filing explains ownership is shared jointly with Michael Cribari and Jeffrey Smith for Cascadia holdings and describes the ownership chain through Interactive and its owners Cascadia and OEH Invest AB.

High Roller Technologies, Inc. furnished a Current Report announcing it issued a press release reporting financial results for the three months ended June 30, 2025. The press release is attached as Exhibit 99.1 and an Inline XBRL cover page is provided as Exhibit 104. The company states the information is furnished and not filed for purposes of Section 18 of the Exchange Act, limiting its incorporation by reference into other filings.

The body of the 8-K does not present the line-item financial statements or results in-line; readers must consult Exhibit 99.1 for the detailed financial disclosures.

High Roller Technologies, Inc. operates online iCasino brands including HighRoller.com and Fruta.com. Revenue for the six months ended June 30, 2025 was $13.7 million, up from $12.3 million a year earlier, and three鈥憁onth revenue was $6.936 million versus $5.803 million in the prior year quarter. Net loss was $3.868 million for the six months and $592 thousand for the quarter, with net loss per share of $(0.46) for six months and $(0.07) for the quarter.

The balance sheet shows total assets of $12.3 million, cash and cash equivalents of $2.682 million and restricted cash of $0.934 million (total $3.616 million). Management reported a $5.0 million net working capital deficiency and an accumulated deficit of $31.0 million and concluded there is substantial doubt about the Company鈥檚 ability to continue as a going concern. Adjusted EBITDA was $(2.161) million for the six months. Finland accounted for 57% of revenue in the periods presented. No impairment was recorded for domain names and trademarks.

High Roller Technologies (ROLR) Form 4: Director Daniel W. Bradtke reported the receipt of 24,079 restricted common shares on 08/01/2025 under the company鈥檚 2024 Equity Incentive Plan at $0 cost. Following the grant he now owns 34,979 shares directly and 119,305 shares indirectly through DJLD Investments Ltd., for a total beneficial stake of 154,284 shares.

No shares were sold and no derivative securities were exercised. The transaction modestly increases insider ownership and incurs only limited dilution, but it signals continued alignment of the director鈥檚 financial interests with shareholders.