Bossmanjack Gambling

18:21

The Most Degenerate Gambling Streamer | BossmanJack
Nick Nobody
537K views
14:23

Bossmanjack wins the most money he ever has. Also, Bossmanjack loses the most money he ever has.
BossManCrack
59K views
1:02

BossmanJack Loses $10,000 in 12.2 Seconds On Limbo
Colonel Rat
98K views
11:51

BossmanJack Wins $23,000. Loses it in 2 Minutes...
Colonel Rat
66K views
11:21

Bossmanjack turns $500 into $21k. But will he lose it all?
BossManCrack
12K views
1:04

Bossman Jack wins 19k then loses it in 2 minutes!
Jonny Hicks
50K views
40:24

The Crackhead Criminal Gambling His Life Away
Turkey Tom
1.8M views
12:57

bossmanjack loses 61k hes offically quitting gambling
Crackmanlive
20K views
13:27

BossManJack Losing His Father's Money
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24K views
8:34

BossmanJack Unbanned From Kick, Loses $15,000 in 2 Minutes
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58K views
30:59

BossmanJack Wins Over $180,000 In a Single Day, New Record!
Colonel Rat
33K views
15:50

Kick's worst gambling addict: BossmanJack
Kiwi tapes
814K views
13:24

BOSSMANJACK LOSES -30K MUST WATCH
OGClay
10K views
25:07

The End of BossmanJack - Rolling The Dice: Part 2 | A LolCow Documentary
The Redman
22K views
17:34

BossmanJack Lost It All Rages At a Viewer
OGClay
7.4K views
11:29

BossmanJack Cries The Morning After
OGClay
4.3K views
12:26

Inside the World of BossmanJack - Rolling The Dice: Part 1 | A LolCow Documentary
The Redman
24K views
31:15

This one has it all. Bossmanjack wins $14k, calls mom, loses $14k, and more. #gaming #twitch
BossManCrack
143K views
22:31

BossManJack - Kicks Biggest Gambling Degenerate
BillsYT
117K views
1:02

Gambling addict loses $10 000 in 10 seconds (any% speedrun)
debtmanjack
56K views
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