Bossmanjack Documentary

12:26

Rolling The Dice: Inside the World of BossmanJack | Mini-Documentary
The Redman
22K views
18:21

The Most Degenerate Gambling Streamer | BossmanJack
Nick Nobody
511K views
15:50

Kick's worst gambling addict: BossmanJack
Kiwi tapes
781K views
42:23

bossmanjack finds god in jail, 50k juicer is fake(doesnt realize it yet),jail story,6k shuffle bonus
IoIshtar
5.3K views
40:24

The Crackhead Criminal Gambling His Life Away
Turkey Tom
1.6M views
25:07

The End of BossmanJack | Rolling The Dice Part 2 - A LolCow Documentary
The Redman
18K views
24:09

BossmanJack: The Worst Gambling Streamer You Never Heard Of
Gama
47K views
16:51

BossmanJack arrested
Kiwi tapes
97K views
18:17

BossmanJack DESERVES The Prison Time!
Lufah
73 views
44:47

Intro to Bossmanjack - Mad at the Internet
Sektur Orbiter
22K views
19:08

Who and Why is Bossman Jack?
Biff the Wolfman
9.4K views
18:10

Kick's Most Degenerate Gambler (Austin07 / Bossmanjack)
FindCrisis
75K views
22:31

BossManJack - Kicks Biggest Gambling Degenerate
BillsYT
112K views
13:41

Bossman Jack is out of Jail
Biff the Wolfman
11K views
8:10

The Curious Circus Of BossManJack (Austin Peterson)
Bleechys
6.1K views
47:01

The Gambling Streamer Going Bankrupt For Views
Turkey Tom
2.5M views
7:18

BossmanJack Needs Help
Rats Den
17K views
51:57

BossmanJack Movie: Boss Wins Over $30,000 And Loses It All
Colonel Rat
85K views
30:00

BossmanJack/Austin_07 Movie: The Man Who Went From $0-$48k-$0 Pt.2 The Peak
Colonel Rat
41K views
11:59

BossmanJack Finds His New Addiction, The Magical Wheel Of Fortune
Colonel Rat
13K views
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