3:21
Guest Went Through His Entire Life Savings
94 views • 14 hours ago
2:17
23 Year Old Is Drowning In High Interest Debt
25 views • 14 hours ago
7:13
She Dropped Thousands On Clothes While In Severe Debt
1.1K views • 3 days ago
3:55
33 Year Old Guest Does Not Enjoy Being Yelled At
250 views • 3 days ago
4:11
Caleb & Bottle Girl Instantly Go At It
284 views • 4 days ago
6:15
The Time Caleb Almost Ended The Show
3K views • 5 days ago
2:07
Ex Crypto Trader Is Broke And Refuses To Work
2K views • 6 days ago
5:23
24 Year Old Lost A Crazy Amount Of Money From Trading Crypto
1.7K views • 7 days ago
4:48
From Being In The Navy To Becoming A Str*pper
288 views • 8 days ago
2:52
THE ANGRIEST A GUEST HAS EVER GOTTEN
2.3K views • 9 days ago
9:03
She Is Hating Caleb Every Second Of This Clip
549 views • 10 days ago
3:17
The Strange Reason This 22 Year Old Takes His Corvette To Mexico
568 views • 11 days ago
2:47
22 Year Old Has Blown Up His Corvette Engine 3 Times
1.3K views • 12 days ago
2:55
22 Years Old With Over 50k In Debt
1.5K views • 13 days ago
2:28
This 22 Year Old Is Making $105,000 per Year
2K views • 2 weeks ago
2:09
Caleb Almost Has a Brain Aneurysm Listening To Guest's Excuses
464 views • 2 weeks ago
3:46
23 Year Old Buys $30,000 Worth Of Online Courses
2.3K views • 2 weeks ago
2:46
Taking Out Thousands In Student Loans But He Doesn't Want a Degree
811 views • 2 weeks ago
2:48
Caleb Makes Guest Cry Mid Episode
982 views • 2 weeks ago
3:48
27 Year Old Hasn't Paid Rent For 3 Months
1K views • 2 weeks ago
2:32
29 Year Old Borrows $20,000 With NO JOB
1.8K views • 2 weeks ago
3:29
26 Year Old Takes Out A Loan To Buy A $500 Hair Dryer
2.1K views • 3 weeks ago
2:55
26 Year Old Impulse Purchases A Motorcycle
971 views • 3 weeks ago
4:02
22 Year Old Shunned By Father For Doing WHAT???
549 views • 3 weeks ago
3:36
Caleb Uplifts Struggling 20 Year Old Guest
1.6K views • 3 weeks ago
2:26
20 Year Old Goes In Debt For 2 Gaming PCS
1.4K views • 3 weeks ago
3:15
Homeless Dad Buys Milkshakes Instead Of A Place To Live
659 views • 3 weeks ago
4:28
She Is Going Into Debt For Drake
2.3K views • 3 weeks ago
2:24
The Government Should BAN Her From Using Credit Cards
1.3K views • 4 weeks ago
2:14
She's In INSANE Debt From Ordering Jersey Mikes
1.6K views • 4 weeks ago
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