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  1. BossmanJack Wins And Loses $3500 In Record Time

    BossmanJack Wins And Loses $3500 In Record Time

    16
  2. Austin_07/BossManJack All Kick Clips !

    Austin_07/BossManJack All Kick Clips !

    13
  4. Austin_07/BossManJack Doing Crack Thangs Edition !

    Austin_07/BossManJack Doing Crack Thangs Edition !

    34
  5. BossmanJack Movie_ Boss Wins Over $30,000 And Loses It All

    BossmanJack Movie_ Boss Wins Over $30,000 And Loses It All

    26
  6. BossmanJack All Kick Clips

    BossmanJack All Kick Clips

    18
  7. BossmanJack Informs Drug Dealer He Lost It All & Slam Dunks Phone

    BossmanJack Informs Drug Dealer He Lost It All & Slam Dunks Phone

    28
  9. Austin_07/BossManJack Discord Sesh

    Austin_07/BossManJack Discord Sesh

    39
  10. Austin_07/BossManJack Bill Smith RAT

    Austin_07/BossManJack Bill Smith RAT

    28
  11. BossmanJack_Austin07 The Man Who Went From $0 $48k $0 Pt 3

    BossmanJack_Austin07 The Man Who Went From $0 $48k $0 Pt 3

    34
  12. BossmanJack_Austin_07 Wins Over $30,000 And Loses It All !

    BossmanJack_Austin_07 Wins Over $30,000 And Loses It All !

    33
  13. BossmanJack_Austin_07 Rages At Community_Stake !

    BossmanJack_Austin_07 Rages At Community_Stake !

    38
  14. Austin_07/BossManJack Doing Boss Thangs #14

    Austin_07/BossManJack Doing Boss Thangs #14

    20
  15. BOSSMANJACK LOST IT ALL BUT MAKES A COME BACK ?

    BOSSMANJACK LOST IT ALL BUT MAKES A COME BACK ?

    67
  16. Austin_07/BossManJack Rat Dad Shut Down !

    Austin_07/BossManJack Rat Dad Shut Down !

    2
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    88
  17. The Bossmanjack Jail Situation is Escalating

    The Bossmanjack Jail Situation is Escalating

    30
  18. BossmanJack runs up almost $25k and loses it all 6/5/24

    BossmanJack runs up almost $25k and loses it all 6/5/24

    40
  19. Austin_07/BossManJack Doing keno Thangs

    Austin_07/BossManJack Doing keno Thangs

    20
  20. BossmanJack freaks out after email is leaked

    BossmanJack freaks out after email is leaked

    48
  21. BossmanJack hits 1000x and loses it all 2 min later

    BossmanJack hits 1000x and loses it all 2 min later

    45
  22. BossmanJack hits 130x on Plinko, will be save anything?

    BossmanJack hits 130x on Plinko, will be save anything?

    39
  23. The Kick Gambling Streamer Who Lost Everything (Austin07 / Bossmanjack)

    The Kick Gambling Streamer Who Lost Everything (Austin07 / Bossmanjack)

    58
  24. Austin_07/BossManJack After Losing 60K !

    Austin_07/BossManJack After Losing 60K !

    72
  25. BossmanJack Rage Compilation On Stake

    BossmanJack Rage Compilation On Stake

    81