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, Inc. (ROLR) reported that its Chief Financial Officer, Adam Jonathan Felman, sold 3,600 shares of common stock on August 19, 2026 at $5.42 per share. The sale was made pursuant to a Rule 10b5-1 Plan adopted on May 14, 2026 to satisfy tax withholding obligations related to vesting RSUs. Following this transaction, Felman directly holds 157,425 shares, and a portion of these holdings consists of RSUs, each representing a contingent right to receive one share of common stock.
High Roller Technologies, Inc. reported second-quarter 2026 results showing a business transition toward regulated U.S. prediction markets alongside weaker near-term financial performance. Net revenues were $2.8 million, down 52% from $5.8 million a year earlier as the company exited certain online casino markets and adopted a more focused marketing strategy. Total operating expenses fell 23% to $5.3 million, but loss from operations widened to $2.5 million.
Net loss from continuing operations was $2.4 million, or $(0.22) per share, versus a $1.2 million loss, or $(0.14) per share, in the prior-year quarter. Adjusted EBITDA was a loss of $1.8 million compared with a $0.2 million loss. As of June 30, 2026, cash and cash equivalents were $18.0 million and stockholders’ equity was $29.6 million, with total assets of $36.7 million and total liabilities of $7.1 million.
Strategically, High Roller advanced its planned U.S. prediction markets launch through an agreement with Crypto.com | Derivatives North America, NFA approval of ROLR US LLC as a Guaranteed Introducing Broker, new marketing partnerships, the launch of the ROLR consumer brand and Free-To-Trade Prediction Challenge, and inclusion in the Russell Microcap Index.
High Roller Technologies, Inc. reported lower results for the three and six months ended June 30, 2026 while significantly strengthening its balance sheet and advancing a new U.S. product line. Revenue from continuing operations was $2.8 million for the quarter and $6.2 million year‑to‑date, down from $5.8 million and $11.0 million a year earlier, driven by reduced wagers and active users. Net loss from continuing operations widened to $2.4 million for the quarter and $5.3 million for six months, versus $1.2 million and $4.9 million in the prior‑year periods, as revenue fell more than operating costs.
The company raised capital through a January 2026 $1.0 million private placement and a $25.0 million registered direct offering, driving cash, cash equivalents and restricted cash to $18.5 million at June 30, 2026 from $2.7 million at December 31, 2025, while total liabilities declined to $7.1 million. Operating cash outflow was $5.9 million for the first half. High Roller obtained a Guaranteed Introducing Broker license from the National Futures Association and entered a multi‑year collaboration with Crypto.com affiliates to offer regulated event‑based prediction markets in the United States under its ROLR brand.
High Roller Technologies, Inc. reported results of its June 30, 2026 annual stockholder meeting. Stockholders approved an amendment to the Company’s 2024 Equity Incentive Plan, which is filed as Exhibit 10.1.
Holders of 7,562,064 of the 10,968,987 common shares entitled to vote were present in person or by proxy. All director nominees received between 6,214,820 and 6,264,080 votes “for,” with relatively small “withheld” votes and 1,145,353 broker non-votes for each nominee.
A proposal related to the plan amendment received 6,312,420 votes “for,” 100,521 “against,” 3,767 abstentions and 1,145,356 broker non-votes. Another proposal passed with 7,473,420 votes “for,” 3,738 “against” and 84,906 abstentions.
High Roller Technologies announced that its wholly owned subsidiary, ROLR US LLC, has been approved as a National Futures Association member and registered as a guaranteed introducing broker under a guarantee agreement with OG Markets US, Inc., doing business as Crypto.com FCM.
Under this structure, Crypto.com FCM will carry customer accounts introduced through the ROLR platform and provide transaction-processing, custody and regulatory infrastructure, while ROLR US LLC will not hold customer funds. Eligible ROLR customers are expected to access event contracts from Crypto.com | Derivatives North America across sports, finance, entertainment and other real-world events.
Crypto.com | Derivatives North America will be the exclusive provider of prediction contracts on High Roller’s U.S. platform for the initial 24 months of their collaboration, and High Roller expects to participate economically through a revenue-sharing arrangement tied to customer activity. Management describes this registration as a key regulatory milestone toward the planned U.S. commercial launch of the ROLR prediction markets platform.
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.