8 insiders reported 29 Form 4 transactions for High Roller Technologies, Inc. (ROLR) over the past 18 months (most recent 2026-05-19). Recent activity: Felman Adam Jonathan (Chief Financial Officer) Sell 3,525 shares, Young Seth Adam (Chief Executive Officer) Buy 120,500 shares, Felman Adam Jonathan (Chief Financial Officer) Buy 100,000 shares, Francis John Milton IV (Chief Operating Officer) Buy 2,277 shares, Francis John Milton IV (Chief Operating Officer) Buy 10,000 shares. Source: SEC Form 4.
| Date | Insider | Title | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-05-19 | Felman Adam Jonathan | Chief Financial Officer | Sell | 3,525 | $0 |
| 2026-03-24 | Young Seth Adam | Chief Executive Officer | Buy | 120,500 | $0 |
| 2026-03-24 | Felman Adam Jonathan | Chief Financial Officer | Buy | 100,000 | $0 |
| 2026-03-17 | Francis John Milton IV | Chief Operating Officer | Buy | 2,277 | $8,994 |
| 2026-01-13 | Francis John Milton IV | Chief Operating Officer | Buy | 10,000 | $0 |
| 2025-12-22 | Felman Adam Jonathan | Chief Financial Officer | Buy | 9,500 | $12,920 |
| 2025-12-10 | Francis John Milton IV | Chief Operating Officer | Buy | 1,424 | $2,506 |
| 2025-12-10 | Francis John Milton IV | Chief Operating Officer | Buy | 1,321 | $2,497 |
| 2025-12-08 | Young Seth Adam | Chief Executive Officer | Buy | 5,850 | $9,243 |
| 2025-11-19 | Young Seth Adam | Chief Executive Officer | Buy | 3,091 | $7,480 |
| 2025-11-19 | Young Seth Adam | Chief Executive Officer | Buy | 1,600 | $4,080 |
| 2025-08-20 | Eachus Brandon Christopher | Director | Buy | 20,000 | $49,600 |
| 2025-08-20 | Felman Adam Jonathan | Chief Financial Officer | Buy | 5,050 | $12,070 |
| 2025-08-20 | Clemes Benjamin Michael | Chief Executive Officer | Buy | 5,754 | $14,558 |
| 2025-08-05 | Bradtke Daniel Waldemar | Director | Buy | 24,079 | $0 |
| 2025-06-11 | Cribari Michael | Director | Buy | 3,433 | $10,436 |
| 2025-05-28 | Cribari Michael | Director | Buy | 3,897 | $9,781 |
| 2025-05-23 | Clemes Benjamin Michael | Chief Executive Officer | Buy | 2,500 | $5,300 |
| 2025-05-23 | Eachus Brandon Christopher | Director | Buy | 25,000 | $50,000 |
| 2025-05-22 | Cribari Michael | Director | Buy | 4,209 | $10,017 |
| 2025-05-21 | Clemes Benjamin Michael | Chief Executive Officer | Buy | 5,000 | $11,700 |
| 2025-05-21 | Bradtke Daniel Waldemar | Director | Buy | 5,000 | $13,000 |
| 2025-05-21 | Felman Adam Jonathan | Chief Financial Officer | Buy | 50,000 | $0 |
| 2025-03-27 | Clemes Benjamin Michael | Chief Executive Officer | Buy | 4,000 | $12,560 |
| 2025-03-27 | Bradtke Daniel Waldemar | Director | Buy | 5,900 | $20,827 |
Source: SEC Form 4 filings · as of 2026-05-19