1. 

   8 months ago

   BossmanJack Rages & Loses 6K ?

   OGClay
2. 

   19 days ago

   Bossmanjack is Back and WINS $45,000

   PickleTime
3. 

   9 months ago

   BossmanJack's Gambling Rage: The Ultimate Crackdown

   OGClay
4. 

   9 months ago

   BossmanJack Suicide Baits & Cries & Rages !

   OGClay
5. 

   10 months ago

   BOSSMANJACK LOSES 63K BANNED FROM TWITCH

   OGClay
6. 

   6 months ago

   bossmanjack just got a max win, history repeat itself, 15k withdraw total, you can sub to talk shit

   lolshtar
7. 

   4 months ago

   BOSSMANJACK GETS JUICED BY RAINBET ?

   OGClay
8. 

   10 months ago

   BOSSMANJACK AFTER LOSING -30K

   OGClay
9. 

   10 months ago

   BossmanJack Cries Lost It All PT 2

   OGClay
10. 

    26 days ago

    Bossmanjack's First Stream of 2025

    PickleTime
11. 

    8 months ago

    BossmanJack After Losing $280K Lost It All

    OGClay
12. 

    4 months ago

    BOSSMANJACK RAGES AFTER HIS LOSING $30,000

    OGClay
13. 

    4 months ago

    BOSSMANJACK LOSING HIS 14K PT1

    OGClay
14. 

    4 months ago

    BOSSMANJACK GETS JUICED BY RAINBET PT3

    OGClay
15. 

    4 months ago

    BOSSMANJACK Wins $4000 ?

    OGClay
16. 

    10 months ago

    BossmanJack Tweaks & Rages Out PT 1

    OGClay
17. 

    4 months ago

    BOSSMANJACK LOSING HIS 14K PT2

    OGClay
18. 

    2 months ago

    The BossmanJack from Latvia - PapaonWing

    PickleTime
19. 

    4 months ago

    BOSSMANJACK GETS JUICED BY RAINBET PT2

    OGClay
20. 

    4 months ago

    BOSSMANJACK RAGES LOSES $30,000

    OGClay
21. 

    4 months ago

    BOSSMANJACK LOSING HIS 14K PT3

    OGClay
22. 

    4 months ago

    BOSSMANJACK MAKES IT RAIN ?

    OGClay
23. 

    10 months ago

    BossmanJack Tweaks & Rages Out PT 2

    OGClay
24. 

    10 months ago

    BossmanJack Cries Lost It All PT 1

    OGClay
25. 

    4 months ago

    BOSSMANJACK BUGS RAT DAD ?

    OGClay