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Bossmanjack Documentary
12:26
Inside the World of BossmanJack - Rolling The Dice: Part 1 | A LolCow Documentary
The Redman
24K views
40:24
The Crackhead Criminal Gambling His Life Away
Turkey Tom
1.8M views
18:21
The Most Degenerate Gambling Streamer | BossmanJack
Nick Nobody
536K views
25:07
The End of BossmanJack - Rolling The Dice: Part 2 | A LolCow Documentary
The Redman
22K views
16:51
Kicks worst gambling addict gets worse - Bossman jack
Kiwi tapes
168K views
15:50
Kick's worst gambling addict: BossmanJack
Kiwi tapes
814K views
24:09
BossmanJack: The Worst Gambling Streamer You Never Heard Of
Gama
48K views
22:31
BossManJack - Kicks Biggest Gambling Degenerate
BillsYT
117K views
40:10
Bossmanjack Is Probably The Most Paranoid And Down Bad We Have Ever Seen Him! Will He Recover??
Austin's Crack Emporium
196 views
44:47
Intro to Bossmanjack - Mad at the Internet
Sektur Orbiter
23K views
19:08
Who and Why is Bossman Jack?
Biff the Wolfman
9.5K views
23:39
bossmanjack is going to get that appeal and ur gonna cry,flexing skins,thats how you lose thousands
IoIshtar - journeyman rigger
2.4K views
51:57
BossmanJack Movie: Boss Wins Over $30,000 And Loses It All
Colonel Rat
89K views
27:41
BossmanJack/Austin_07 Movie: The Man Who Went From $0-$48k-$0 Pt.3 The Descent
Colonel Rat
12K views
18:10
Kick's Most Degenerate Gambler (Austin07 / Bossmanjack)
FindCrisis
78K views
1:08
bossmanjack door lore
ContentGoblin
25K views
47:01
The Gambling Streamer Going Bankrupt For Views
Turkey Tom
2.5M views
5:45
BossmanJack: The Gambling Lolcow (Austin_07)
Farmer Fletcher
905 views
13:32
Bossmanjack CONFRONTS Yassuo for using FAKE MONEY! (Part 1) #twitch #gaming
BossManCrack
28K views
1:02
BossmanJack Loses $10,000 in 12.2 Seconds On Limbo
Colonel Rat
98K views
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