High Roller Technologies, INC Form 4 insider transactions

Cascadia Holdings Ltd. reports a distribution of 787,648 High Roller Technologies shares to a shareholder and details indirect ownership through various entities.

Director Kristen Britt of High Roller Technologies, Inc. was granted 15,000 stock options under the 2024 Equity Incentive Plan.

Director Brandon Eachus was granted 15,000 stock options in High Roller Technologies, Inc. under the 2024 Equity Incentive Plan.

Director David Weild IV was granted 15,000 stock options in High Roller Technologies, Inc. as part of the 2024 Equity Incentive Plan.

Director Michael Cribari was granted 15,000 stock options in High Roller Technologies, Inc. under the 2024 Equity Incentive Plan.

Jonas Martensson, a Director at High Roller Technologies, Inc., acquired 15,000 stock options with an exercise price of $5.16.

Daniel Bradtke, a Director at High Roller Technologies, Inc., acquired 15,000 stock options on May 19, 2026, under the company's 2024 Equity Incentive Plan.

Adam Felman, Chief Financial Officer of High Roller Technologies, Inc., reported a transaction involving the withholding of 3,525 shares of common stock to cover tax obligations.

High Roller Technologies, Inc. CEO Seth Young received a grant of 120,500 restricted stock units under the company's 2024 Equity Incentive Plan.

High Roller Technologies' CFO, Adam Jonathan Felman, was granted 100,000 restricted stock units under the company's 2024 Equity Incentive Plan.

High Roller Technologies' COO, John Milton IV, purchased 2,277 shares of common stock in an open market transaction.

High Roller Technologies' Chief Operating Officer, John Milton Francis IV, received 10,000 restricted stock units and 75,000 stock options as part of the company's 2024 Equity Incentive Plan.

High Roller Technologies, Inc.'s Chief Financial Officer, Adam Felman, acquired 9,500 shares of common stock in an open market transaction.

High Roller Technologies' Chief Operating Officer, John Milton Francis IV, reported open market purchases of company common stock on December 8 and 9, 2025.

High Roller Technologies CEO Seth Young purchased 5,850 shares of common stock on the open market at $1.58 per share.

High Roller Technologies CEO Seth Young acquired additional common stock through open market purchases, increasing his beneficial ownership.

High Roller Technologies, Inc. CEO Benjamin Michael Clemes acquired 5,754 shares of common stock in an open market purchase.

High Roller Technologies' CFO, Adam Felman, increased his direct ownership by purchasing 5,050 shares of common stock.

High Roller Technologies Director Brandon Eachus increased his direct ownership by purchasing 20,000 shares of common stock.

High Roller Technologies, Inc. Director Daniel Bradtke received 24,079 restricted common shares as part of the company's 2024 Equity Incentive Plan.

Michael Cribari, a Director and 10% owner of High Roller Technologies, Inc., purchased 3,433 shares of common stock on the open market for approximately $3.035 per share.

Michael Cribari, a Director and 10% Owner of High Roller Technologies, Inc., has increased his direct beneficial ownership through an open market purchase of common stock.

High Roller Technologies, Inc. CEO Benjamin Michael Clemes purchased 2,500 shares of common stock on the open market for $2.12 per share, increasing his total beneficial ownership to 154,853 shares.

Brandon Christopher Eachus, a Director and 10% owner of High Roller Technologies, Inc., has increased his direct beneficial ownership through an open market purchase of common stock.

Michael Cribari, a director and 10% owner of High Roller Technologies, Inc., reported purchasing shares and changes in beneficial ownership of the company's common stock.

High Roller Technologies CEO, Benjamin Michael Clemes, purchased 5,000 shares of common stock at $2.34 per share on May 19, 2025, increasing his total holdings to 152,353 shares.

Director Daniel Bradtke reports purchase and disposal of High Roller Technologies (ROLR) common stock.

Adam Jonathan Felman, CFO of High Roller Technologies, Inc., reports the acquisition of stock options and restricted stock units (RSUs) under the company's 2024 Equity Incentive Plan.

Director Michael Cribari reports purchasing shares of High Roller Technologies and details beneficial ownership, including indirect holdings through various entities.

Director Brandon Christopher Eachus reports purchasing 13,718 shares of High Roller Technologies at $3.60 each, while also reporting indirect ownership of a significant number of shares.