There have been 50 recent insider transactions recorded for High Roller Technologies, Inc. (ROLR), including 37 buys and 1 sell. Total insider buying was valued at $875.73K and total insider selling at RSU Award.
Notable insiders with recent activity include Felman Adam Jonathan, Young Seth Adam, Francis John Milton Iv. Insider transactions can provide insights into how company leadership views the stock's valuation and future prospects.
Insider Transactions — ROLR
| Date |
Name |
Role |
Transaction |
Shares |
Avg. Price |
Value |
Shares Owned |
| 2026-03-20 |
Felman Adam Jonathan |
Chief Financial Officer |
RSU Award |
100,000 |
- |
- |
164,550 |
| 2026-03-20 |
Young Seth Adam |
Chief Executive Officer |
RSU Award |
120,500 |
- |
- |
208,296 |
| 2026-03-13 |
Francis John Milton Iv |
Chief Operating Officer |
Informative Buy |
2,277 |
$3.95 |
$8.99K |
15,022 |
| 2026-01-08 |
Francis John Milton Iv |
Chief Operating Officer |
RSU Award |
10,000 |
- |
- |
12,745 |
| 2025-12-19 |
Felman Adam Jonathan |
Chief Financial Officer |
Informative Buy |
9,500 |
$1.36 |
$12.92K |
64,550 |
| 2025-12-09 |
Francis John Milton Iv |
Chief Operating Officer |
Informative Buy |
1,321 |
$1.89 |
$2.5K |
2,745 |
| 2025-12-08 |
Francis John Milton Iv |
Chief Operating Officer |
Informative Buy |
1,424 |
$1.76 |
$2.51K |
1,424 |
| 2025-12-04 |
Young Seth Adam |
Chief Executive Officer |
Informative Buy |
5,850 |
$1.58 |
$9.24K |
12,796 |
| 2025-11-17 |
Young Seth Adam |
Chief Executive Officer |
Informative Buy |
3,091 |
$2.42 |
$7.48K |
5,346 |
| 2025-11-12 |
Francis John Milton Iv |
Officer |
Unknown |
- |
- |
- |
- |
| 2025-09-01 |
Young Seth Adam |
Chief Executive Officer |
Unknown |
- |
- |
- |
2,255 |
| 2025-09-01 |
Young Seth Adam |
Chief Executive Officer |
Unknown |
100,000 |
$2.96 |
$296K |
- |
| 2025-08-19 |
Clemes Benjamin Michael |
Chief Executive Officer |
Informative Buy |
5,754 |
$2.53 |
$14.56K |
160,607 |
| 2025-08-18 |
Eachus Brandon Christopher |
10 Percent Owner |
Informative Buy |
20,000 |
$2.48 |
$49.6K |
89,968 |
| 2025-08-18 |
Felman Adam Jonathan |
Chief Financial Officer |
Informative Buy |
5,050 |
$2.39 |
$12.07K |
55,050 |
| 2025-08-01 |
Bradtke Daniel Waldemar |
Director |
RSU Award |
24,079 |
- |
- |
34,979 |
| 2025-06-06 |
Cribari Michael |
10 Percent Owner |
Informative Buy |
3,433 |
$3.04 |
$10.42K |
46,052 |
| 2025-05-23 |
Cribari Michael |
10 Percent Owner |
Informative Buy |
3,897 |
$2.51 |
$9.78K |
42,619 |
| 2025-05-22 |
Clemes Benjamin Michael |
Chief Executive Officer |
Informative Buy |
2,500 |
$2.12 |
$5.3K |
154,853 |
| 2025-05-22 |
Eachus Brandon Christopher |
10 Percent Owner |
Informative Buy |
25,000 |
$2.00 |
$50K |
69,968 |
| 2025-05-20 |
Cribari Michael |
10 Percent Owner |
Informative Buy |
4,209 |
$2.38 |
$10.02K |
38,722 |
| 2025-05-19 |
Clemes Benjamin Michael |
Chief Executive Officer |
Informative Buy |
5,000 |
$2.34 |
$11.7K |
152,353 |
| 2025-05-19 |
Bradtke Daniel Waldemar |
Director |
Informative Buy |
5,000 |
$2.60 |
$13K |
10,900 |
| 2025-05-16 |
Felman Adam Jonathan |
Officer |
Unknown |
- |
- |
- |
- |
| 2025-05-16 |
Felman Adam Jonathan |
Chief Financial Officer |
RSU Award |
50,000 |
- |
- |
50,000 |
| 2025-03-25 |
Clemes Benjamin Michael |
Chief Executive Officer |
Informative Buy |
4,000 |
$3.14 |
$12.56K |
147,353 |
| 2025-03-25 |
Eachus Brandon Christopher |
10 Percent Owner |
Informative Buy |
13,718 |
$3.60 |
$49.38K |
44,968 |
| 2025-03-25 |
Cribari Michael |
10 Percent Owner |
Informative Buy |
3,263 |
$3.73 |
$12.17K |
34,513 |
| 2025-03-25 |
Bradtke Daniel Waldemar |
Director |
Informative Buy |
5,900 |
$3.53 |
$20.82K |
5,900 |
| 2024-12-20 |
Weild Iv David |
Director |
RSU Award |
15,000 |
$5.20 |
$78K |
15,000 |
| 2024-12-20 |
Britt Kristen Gayle |
Director |
RSU Award |
15,000 |
$5.20 |
$78K |
15,000 |
| 2024-12-20 |
Teinert Matthew Evan |
Chief Financial Officer |
RSU Award |
50,000 |
- |
- |
57,000 |
| 2024-12-20 |
Clemes Benjamin Michael |
Chief Executive Officer |
RSU Award |
75,000 |
- |
- |
143,353 |
| 2024-12-20 |
Eachus Brandon Christopher |
10 Percent Owner |
RSU Award |
15,000 |
$5.20 |
$78K |
15,000 |
| 2024-12-20 |
Martensson Jonas Fredrik |
Director |
RSU Award |
15,000 |
$5.20 |
$78K |
15,000 |
| 2024-12-20 |
Cribari Michael |
10 Percent Owner |
RSU Award |
15,000 |
$5.20 |
$78K |
15,000 |
| 2024-12-20 |
Bradtke Daniel Waldemar |
Director |
RSU Award |
15,000 |
$5.20 |
$78K |
15,000 |
| 2024-12-09 |
Teinert Matthew Evan |
Chief Financial Officer |
Informative Buy |
1,000 |
$6.79 |
$6.79K |
7,000 |
| 2024-12-09 |
Clemes Benjamin Michael |
Chief Executive Officer |
Informative Buy |
2,000 |
$6.80 |
$13.6K |
65,353 |
| 2024-12-06 |
Teinert Matthew Evan |
Chief Financial Officer |
Conversion (Sell) |
833 |
- |
- |
5,000 |
| 2024-12-06 |
Clemes Benjamin Michael |
Chief Executive Officer |
Informative Buy |
2,000 |
$6.16 |
$12.32K |
63,353 |
| 2024-10-23 |
Weild Iv David |
Director |
Unknown |
- |
- |
- |
- |
| 2024-10-23 |
Teinert Matthew Evan |
Chief Financial Officer |
Unknown |
5,833 |
- |
- |
- |
| 2024-10-23 |
Clemes Benjamin Michael |
Chief Executive Officer |
Unknown |
60,812 |
- |
- |
- |
| 2024-10-23 |
Eachus Brandon Christopher |
10 Percent Owner |
Unknown |
- |
- |
- |
731,388 |
| 2024-10-23 |
Cascadia Holdings Ltd |
10 Percent Owner |
Unknown |
- |
- |
- |
731,388 |
| 2024-10-23 |
Oeh Invest Ab |
10 Percent Owner |
Unknown |
- |
- |
- |
731,388 |
| 2024-10-23 |
Cribari Michael |
10 Percent Owner |
Unknown |
- |
- |
- |
731,388 |
| 2024-10-23 |
Bradtke Daniel Waldemar |
Director |
Unknown |
- |
- |
- |
116,805 |
| 2024-10-23 |
Clemes Benjamin Michael |
Chief Executive Officer |
Informative Buy |
6,250 |
$8.00 |
$50K |
61,353 |
■ Informative Buy/Sell — open market transaction (most significant)
■ Uninformative Buy — award, option exercise, conversion
■ Uninformative Sell — tax withholding, award vest sale
■ Neutral — gift, trust, expiry