Bossmanjack is Back and WINS 45k

(25:3)

BossmanJack Needs Help

(7:18)

bossmanjack got disrespected by dallas,I got baited again,l thought this discord was for friendsonly

(27:20)

bossmanjack wants to buy a bmw and take care of his family,i love dice,joytongue,what that 6k there?

(25:44)

BOSSMANJACK MAKES $2,500 ON PLANES

(15:46)

bossmanjack is enlightened and wants to enlighten others,everything is connected,gambling woke me up

(20:57)

BossmanJack Informs Drug Dealer He Lost It All \u0026 Slam Dunks Phone

(5:53)

bossmanjack wants to show us how to lose 3k in 20sec, new whale is a rat,rat dad, flirts with dealer

(32:11)

BossmanJack actually WINS 185k

(28:16)

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

(12:26)

BossManJack Gets A New Sponsor Loses 6K Is He Back On

(18:20)

BOSSMANJACK RAGES AT RATS AFTER LOSING PLANE PROFIT

(18:57)

The Casino Gods Told Me This Slot Would Pay Me!

(21:9)

BossManJack Back To Begging For Juices Doesn't Have A Dollar To His Name

(28:34)

Degenerate Gambler Losing all His Money.

(1:47)

BossManJack Losing His Father's Money

(13:27)

XQC’S BIGGEST WINS EVER | GAMBLING HIGHLIGHTS

(32:58)

GAIMIN GLADIATORS vs TEAM SPIRIT - DREAMLEAGUE SEASON 25 DOTA 2

(25:55)

Onlyusemeblade’s Girlfriend Realises She’s Failed In Life While Blade Is Passed Out Behind Her

(44)

Streamer vs. Odablock

(4:26)

THE GOOBR BACK RAGES PT 1

(20:29)

The Most Degenerate Gambling Streamer | BossmanJack

(18:21)

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

(25:7)

BossmanJack Is Addicted To Losing

(14:41)

bossmanjack wants to f a dude compilation

(5:55)

bossmanjack wants to destroy his pc after fumbling x2 10k, MOM! DAD!, \

(50:46)

BOSSMANJACK LANDS A $40,000 PLANE ?

(18:27)

BOSSMANJACK EATS RAW STEAK

(1:57)

BossmanJack says he can lead MEN

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