1. 

   1 year ago

   LIVE FROM THE CHICAGO GAMBLING CAVE FOR DAY 1 OF THE ROUND OF 32

   Barstool Gambling
2. 

   7 months ago

   Pardon My Take and Company Kick Off the First Witching Hour of 2024 | Barstool Gambling Cave

   Barstool Gambling
3. 

   7 months ago

   Pardon My Take and Company Sweat Out the Sunday Slate | Barstool Gambling Cave

   Barstool Gambling
4. 

   5 months ago

   Big Cat and Co Sweat Out the Week 10 Sunday Slate | Barstool Gambling Cave

   Barstool Gambling
5. 

   2 years ago

   High Stakes Gambling with Dana White!

   stevewilldoit
6. 

   6 months ago

   Big Cat and Co to Sweat Out the Week 6 Sunday Slate | Barstool Gambling Cave

   Barstool Gambling
7. 

   7 months ago

   Dave Portnoy, Big Cat, and Co Sweat Out the Sunday Slate | Barstool Gambling Cave

   Barstool Gambling
8. 

   6 months ago

   Adin Ross High Stake Gambling W/ Fuerza Regida! ($500,000)

   Adin Live
9. 

   7 months ago

   Adin Ross High Stake Gambling With Cheesur! ($500,000)

   Adin Live
10. 

    5 months ago

    Big Cat and Co Sweat Out the Week 13 Sunday Slate | Barstool Gambling Cave

    Barstool Gambling
11. 

    2 years ago

    First Time High Stakes Gambling w/ Dana White LIVE

    stevewilldoit
12. 

    1 year ago

    High Stakes Gambling w/ Dana White and Kyle LIVE

    stevewilldoit
13. 

    5 months ago

    Big Cat and Co Sweat Out Cincinnati Vs Baltimore | Barstool Gambling Cave

    Barstool Gambling
14. 

    5 months ago

    Dave Portnoy and Big Cat Welcome Jon Gruden to Barstool | Pro Football Football Show Week 11

    Barstool Gambling
15. 

    1 year ago

    I won $50,000 High Stakes Gambling w/ Dana White LIVE

    stevewilldoit
16. 

    1 year ago

    Frankie Sweats Out Islanders Vs Hurricanes Game 2 Live From Borrellis

    Barstool Gambling
17. 

    1 year ago

    Bossman Jack Versus Stake Gambling - Mad at the Internet

    Tanuki Joshua Graham
18. 

    1 year ago

    High Stakes Gambling w/ Uncle Timmy Live!

    stevewilldoit
19. 

    6 months ago

    This Week is a Trap Game w/ Kyle Rudolph | Pro Football Football Show Week 7

    Barstool Gambling
20. 

    5 months ago

    Frank the Tank and Co Sweat out Cleveland Vs Denver | Barstool Gambling Cave

    Barstool Gambling
21. 

    1 year ago

    Surviving The Toughest Workout of MY LIFE while High Stakes Gambling LIVE

    stevewilldoit
22. 

    1 year ago

    Live From The Gambling Cave For Day 2 Of The Round Of 32

    Barstool Gambling
23. 

    1 year ago

    Live from the NYC Gambling Cave for Day 2 of the Round of 16

    Barstool Gambling
24. 

    1 year ago

    LIVE from the gambling cave for Elite Eight action

    Barstool Gambling