Welcome to our dedicated page for High Roller Technologies SEC filings (Ticker: ROLR), a comprehensive resource for investors and traders seeking official regulatory documents including 10-K annual reports, 10-Q quarterly earnings, 8-K material events, and insider trading forms.
The High Roller Technologies, Inc. (NYSE: ROLR) SEC filings page provides direct access to the company’s regulatory disclosures as filed with the U.S. Securities and Exchange Commission. As a global online gaming operator focused on real-money online casino brands and related digital markets, High Roller uses its SEC reports to describe its operations, risks, governance, and financial performance.
Investors can review current reports on Form 8-K for material events such as strategic partnerships, private placements, acquisitions, leadership changes, and listing compliance updates. Recent 8-K filings have detailed a binding letter of intent with Foris DAX Markets, Inc. and Crypto.com | Derivatives North America for prediction-based derivatives contracts, a stock purchase agreement for a private placement of common stock, the acquisition of Happy Hour Solutions Ltd. and its Estonian remote gambling license, and notices from NYSE American regarding continued listing standards.
Annual reports on Form 10-K and quarterly reports on Form 10-Q (accessible from this page when filed) provide audited and interim financial statements, management’s discussion and analysis, and information about High Roller’s online casino platform, game portfolio, and market strategy. Proxy materials such as the DEF 14A definitive proxy statement outline board composition, executive compensation, equity incentive plans, and matters submitted to stockholders for approval.
Users can also monitor equity issuance and compensation-related disclosures, including amendments to the 2024 Equity Incentive Plan and unregistered sales of equity securities. Stock Titan’s interface surfaces these filings alongside AI-powered summaries that explain key terms, highlight significant changes, and help interpret complex documents like 10-Ks, 10-Qs, and 8-Ks without replacing the underlying source text.
For anyone analyzing ROLR, this filings page offers a structured view of High Roller’s regulatory history, from capital raising and acquisitions to governance decisions and listing status updates, with real-time access to new submissions as they appear on EDGAR.
High Roller Technologies’ major shareholders have updated their ownership positions in Amendment No. 2 to a Schedule 13D. As of April 28, 2026, Cascadia Holdings Ltd distributed 787,648 shares of High Roller common stock to Jeff Smith for no additional consideration under a share redemption agreement. After this change, Cascadia reports beneficial ownership of 2,644,423 shares, representing 24% of the common stock. Director Brandon Eachus reports beneficial ownership of 2,749,391 shares, or 24.9%, through a mix of directly held shares, vested options, and indirect interests via Cascadia and its Spike Up Media subsidiaries. Director Michael Cribari reports beneficial ownership of 2,705,475 shares, or 24.5%, on a similar basis. The reporting persons state they have not engaged in other transactions in the issuer’s stock during the past 60 days.
Cascadia Holdings Ltd, a reporting person for High Roller Technologies, Inc., reported an internal restructuring of its position in the company. Cascadia distributed 787,648 shares of common stock of High Roller Technologies to one of its own shareholders for no additional consideration under a share redemption agreement.
After this change, Cascadia reports 1,800,748 shares of common stock held directly and maintains indirect joint beneficial ownership of additional shares through entities including Spike Up Media A.B. and Spike Up Media LLC. It also indirectly holds a warrant with an exercise price of $2.37 per share, exercisable for common stock until June 30, 2027. The filing reflects ownership reallocation rather than open‑market buying or selling of ROLR shares.
High Roller Technologies, Inc. reports a proposed sale of Common Stock under a Form 144 notice. The filing lists 100,000 shares tied to a broker dealer relationship with Morgan Stanley and an aggregate dollar figure of $552,000.00, with an as of date of 05/26/2026. The excerpt also shows a prior in‑kind distribution of 787,648 shares received by the filer on 04/28/2026 following a redemption/buy‑back by Cascadia Holdings Limited.
High Roller Technologies, Inc. filing shows Jeffrey Loren Smith beneficially owns 787,648 shares of Common Stock (CUSIP 42981K100, representing 7.2% of the class. The Schedule 13G lists sole voting and dispositive power over the 787,648 shares. The filing is signed 05/26/2026.
High Roller Technologies, Inc. director Britt Kristen Gayle received a grant of stock options covering 15,000 shares of common stock. The options have an exercise price of $5.16 per share, vest and become exercisable on December 31, 2026, and expire on May 19, 2036.
This is a compensation-related award under the company’s 2024 Equity Incentive Plan; it is not an open-market purchase or sale of stock.
High Roller Technologies, Inc. director and 10% owner Brandon Christopher Eachus received a grant of stock options covering 15,000 shares of common stock. The options have an exercise price of $5.16 per share, vest and become exercisable on December 31, 2026, and expire on May 19, 2036. Following this grant, he holds 15,000 derivative securities directly.
High Roller Technologies, Inc. director David Weild IV received a grant of stock options covering 15,000 shares of common stock. The options have an exercise price of $5.16 per share, vest and become exercisable on December 31, 2026, and carry a ten-year term expiring on May 19, 2036. This is a compensation-related award, not an open-market purchase or sale, and leaves him holding 15,000 options directly after the grant.
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.
High Roller Technologies, Inc. director Jonas Fredrik Martensson received a grant of stock options covering 15,000 shares of common stock. The options have an exercise price of $5.16 per share, vest on December 31, 2026, and expire on May 19, 2036. Following this grant, he holds 15,000 stock options directly as a compensation award, not from open-market purchases.
High Roller Technologies, Inc. director Bradtke Daniel Waldemar 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, expiring ten years from the grant date. These options vest and become exercisable on December 31, 2026, and represent his reported direct derivative holdings of 15,000 options following this transaction.