Inside the World of BossmanJack - Rolling The Dice: Part 1 | A LolCow Documentary

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The Best Of BossManJack

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bossmanjack dont know why hes playing the dumbest games,you wont laugh when i take out fat big money

(22:47)

The luckiest worst gambler on Earth, Bossmanjack

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BossmanJack actually WINS 185k

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How to LOSE $30,000 by bossmanjack

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BossManJack Losing His Father's Money

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Gambling addict got banned from kick because of this

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bossmanjack made more than you do in a month,trump pardon,bmw, pickletime, how much am I up tonight?

(37:14)

justinstakes experience of living with bossmanjack for a few days

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Austin_07/BossManJack Black Jack Sesh !

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bossmanjack is in love with a friend on discord,itsok im getting a new refill tomorrow,im ok were ok

(20:49)

Austin_07/BossManJack Doing keno Thangs

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The Face of Gambling Addiction - BossmanJack

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How Bossmanjack got banned on Twitch

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How did Bossmanjack Get Out of Jail?

(11:29)

The worst gambler on Earth, Bossmanjack

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Bossmanjack - ALL MEGA RAGES (June - July 2024 Version)

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bossmanjack went back to win big money, they win again they never let me cook, go ahead and clip it

(22:31)

Has Bossmanjack learned his lesson yet?

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Bossmanjack First losing Stream after jail -20.000$ - Crying and sad

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BOSSMANJACK GETS A JUICER !

(17:51)

This is what a Gambling Addiction looks like - ft. BossmanJack

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BossManJack Another 100k Loss For The Boss

(27:17)

The Highs and Lows of Bossmanjack #shorts

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The End of BossmanJack - Rolling The Dice: Part 2 | A LolCow Documentary

(25:7)

BossmanJack Losing It ALL | Compilation

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