1. BossmanJack's Gambling Rage: The Ultimate Crackdown

    BossmanJack's Gambling Rage: The Ultimate Crackdown

    151
  2. BossmanJack Suicide Baits & Cries & Rages !

    BossmanJack Suicide Baits & Cries & Rages !

    2
    0
    119
  3. BossmanJack Rages & Loses 6K ?

    BossmanJack Rages & Loses 6K ?

    149
  4. Bossmanjack is Back and WINS $45,000

    Bossmanjack is Back and WINS $45,000

    2
    0
    27
    1
  5. bossmanjack just got a max win, history repeat itself, 15k withdraw total, you can sub to talk shit

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

    3
    0
    231
  6. BOSSMANJACK LOSES 63K BANNED FROM TWITCH

    BOSSMANJACK LOSES 63K BANNED FROM TWITCH

    192
  7. BossmanJack Tweaks & Rages Out PT 1

    BossmanJack Tweaks & Rages Out PT 1

    112
  8. BOSSMANJACK GETS JUICED BY RAINBET ?

    BOSSMANJACK GETS JUICED BY RAINBET ?

    64
  9. BOSSMANJACK AFTER LOSING -30K

    BOSSMANJACK AFTER LOSING -30K

    93
  10. BossmanJack Cries Lost It All PT 2

    BossmanJack Cries Lost It All PT 2

    71
  11. Bossmanjack's First Stream of 2025

    Bossmanjack's First Stream of 2025

    2
    0
    56
  12. BossmanJack After Losing $280K Lost It All

    BossmanJack After Losing $280K Lost It All

    2
    0
    202
  13. BOSSMANJACK RAGES AFTER HIS LOSING $30,000

    BOSSMANJACK RAGES AFTER HIS LOSING $30,000

    86
  14. BOSSMANJACK LOSING HIS 14K PT1

    BOSSMANJACK LOSING HIS 14K PT1

    71
  15. BOSSMANJACK GETS JUICED BY RAINBET PT3

    BOSSMANJACK GETS JUICED BY RAINBET PT3

    70
  16. BOSSMANJACK Wins $4000 ?

    BOSSMANJACK Wins $4000 ?

    59
  17. BOSSMANJACK LOSING HIS 14K PT2

    BOSSMANJACK LOSING HIS 14K PT2

    67
  18. The BossmanJack from Latvia - PapaonWing

    The BossmanJack from Latvia - PapaonWing

    12
  19. BOSSMANJACK GETS JUICED BY RAINBET PT2

    BOSSMANJACK GETS JUICED BY RAINBET PT2

    69
  20. BOSSMANJACK RAGES LOSES $30,000

    BOSSMANJACK RAGES LOSES $30,000

    69
  21. BOSSMANJACK LOSING HIS 14K PT3

    BOSSMANJACK LOSING HIS 14K PT3

    75
  22. BOSSMANJACK MAKES IT RAIN ?

    BOSSMANJACK MAKES IT RAIN ?

    56
  23. BossmanJack Tweaks & Rages Out PT 2

    BossmanJack Tweaks & Rages Out PT 2

    100
  24. BossmanJack Cries Lost It All PT 1

    BossmanJack Cries Lost It All PT 1

    96
  25. BOSSMANJACK BUGS RAT DAD ?

    BOSSMANJACK BUGS RAT DAD ?

    63