Every Form 4 that High Roller Technologies, Inc. (ROLR) has filed with the SEC in the last 12 months is listed below, newest first, and each one links through to the document itself with the summary and the scores our analysis gives it.
A Form 4 covers the transactions officers, directors and large holders report, so if you follow ROLR and want that one kind of document rather than the whole filing history, this is the page to keep. The company's other filings, of every form, are on the full ROLR filings page.
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.
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. 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.
High Roller Technologies, Inc.’s Chief Financial Officer, Adam Jonathan Felman, reported a routine tax-related share withholding. On May 17, 2026, 3,525 shares of common stock were withheld by the company to cover tax obligations tied to vested restricted stock units and were not sold on the market.
After this withholding, Felman directly holds 161,025 shares of common stock, showing he retains a substantial equity position while satisfying personal tax liabilities through share net settlement.
Young Seth Adam reported acquisition or exercise transactions in this Form 4 filing.
High Roller Technologies, Inc. Chief Executive Officer Seth Adam Young received an equity grant consisting of 120,500 restricted stock units, or RSUs. These RSUs were awarded under the company’s 2024 Equity Incentive Plan as part of his compensation and represent a contingent right to receive common shares upon vesting.
Of the total grant, 70,000 RSUs will vest in equal quarterly installments over three years, while 50,500 RSUs will vest only if specified performance conditions are achieved and certified by the board, subject to his continued service. After this grant, his reported holdings include the 120,500 new RSUs, 75,000 previously awarded RSUs of which none have vested, and 12,796 shares of common stock.
Felman Adam Jonathan reported acquisition or exercise transactions in this Form 4 filing.
High Roller Technologies, Inc. reported that Chief Financial Officer Adam Jonathan Felman received an equity grant of 100,000 restricted stock units (RSUs) of common stock. The award was made at no cash cost to him under the company’s 2024 Equity Incentive Plan as part of his compensation.
Each RSU represents a right to receive one share of common stock upon vesting. Of the new RSUs, 40,000 vest in equal quarterly installments over three years, while 60,000 vest only if specified performance conditions are achieved and the CFO remains in service. After this grant, his reported holdings total 164,550 RSUs and shares.
High Roller Technologies, Inc. Chief Operating Officer Francis John Milton IV purchased 2,277 shares of common stock in an open-market transaction at $3.95 per share. After this trade, he directly holds 15,022 shares, including 5,022 common shares and 10,000 unvested restricted stock units.
The company notes that the purchase was made in accordance with its trading policies, indicating it was conducted under internal compliance procedures.
High Roller Technologies' Chief Operating Officer, Francis John Milton IV, reported new equity awards. On January 8, 2026, he received 10,000 restricted stock units (RSUs) of common stock at $0 cost, granted under the High Roller Technologies, Inc. 2024 Equity Incentive Plan. These RSUs vest in equal quarterly installments over three years, starting six months after the date of employment, subject to continued service.
On the same date, he was also granted 75,000 stock options with an exercise price of $2.25 per share, also under the 2024 Equity Incentive Plan. These options vest quarterly over three years on the same schedule and have a maximum term of ten years from the grant date. Following the RSU award, he beneficially owned 12,745 shares of common stock, which includes the 10,000 RSUs and 2,745 existing shares, along with the 75,000 options.
High Roller Technologies, Inc. filed a statement showing that its Chief Financial Officer, Adam Felman, bought additional company stock. On 12/19/2025, he made an open market purchase of 9,500 shares of common stock at a price of $1.36 per share, in accordance with the company's trading policies. Following this transaction, he directly beneficially owns 64,550 shares of High Roller Technologies common stock.
High Roller Technologies, Inc. chief operating officer John M. Francis IV reported open market purchases of the company’s common stock. On December 8, 2025, he purchased 1,424 shares at a weighted average price of $1.76 per share, in multiple trades within a range of $1.76 to $1.81. On December 9, 2025, he purchased an additional 1,321 shares at a weighted average price of $1.89 per share, in multiple trades within a range of $1.89 to $1.94. Following these transactions, he beneficially owns 2,745 shares of High Roller Technologies common stock directly.
High Roller Technologies, Inc. reported an insider stock purchase by its Chief Executive Officer, Seth Young. On 12/04/2025, he bought 5,850 shares of common stock in an open market transaction at a price of $1.58 per share, coded as a purchase ("P").
Following this transaction, Seth Young beneficially owns 12,796 shares of High Roller Technologies common stock in direct ownership. The transaction was described as open market purchases made in accordance with the issuer's trading policies.
High Roller Technologies, Inc. (ROLR) reported insider share purchases by its Chief Executive Officer, Seth Young. On 11/17/2025, he made two open market purchases of common stock: 3,091 shares at $2.42 per share and 1,600 shares at $2.55 per share, both coded as purchases. After these transactions, he beneficially owned 6,946 shares of High Roller common stock held directly. The activity was described as open market purchases made in accordance with the company’s trading policies.