1. 

   1 year ago

   LIVE FROM THE NYC GAMBLING CAVE FOR THE TOURNAMENT PLAY-IN GAMES

   Barstool Gambling
2. 

   1 year ago

   First Time High Stakes Gambling w/ Dana White LIVE

   stevewilldoit
3. 

   10 months ago

   Win or Go Home, New York and Indiana Fans Face Off for Game 7 | Live from the Barstool Gambling Cave

   Barstool Gambling
4. 

   6 months ago

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

   Adin Live
5. 

   6 months ago

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

   Adin Live
6. 

   2 months ago

   Coach Gruden Leads Us through the Divisional Round | Barstool Gambling Cave

   Barstool Gambling
7. 

   11 months ago

   New York and Indiana Fans Face Off For Round 2 - Live from the Barstool Gambling Cave

   Barstool Gambling
8. 

   11 months ago

   Philly Fans Fight For Survival Against Rabid New York Fans - Live from NYC Gambling Cave

   Barstool Gambling
9. 

   3 months ago

   Gruden Joins Barstool's Ohio State Fans as they Go to War for the Semis | Barstool Gambling Cave

   Barstool Gambling
10. 

    3 months ago

    Coach Gruden, Big Cat, and Co Sweat Out Wild Card Weekend | Barstool Gambling Cave

    Barstool Gambling
11. 

    1 year ago

    High Stakes Gambling w/ Dana White and Kyle LIVE

    stevewilldoit
12. 

    1 year ago

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

    stevewilldoit
13. 

    3 months ago

    Big Cat and Co Sweat Out the Week 18 Sunday Slate | Barstool Gambling Cave

    Barstool Gambling
14. 

    3 months ago

    Barstool's Notre Dame and Penn State Fans Face Off for the Semifinals | Barstool Gambling Cave

    Barstool Gambling
15. 

    11 months ago

    New York and Indiana Fans Face Off, NY Leads 1-0 - Live from the Barstool Gambling Cave

    barstoolsports
16. 

    2 months ago

    Coach Gruden, Big Cat and Co Sweat Out Divisional Round | Barstool Gambling Cave

    Barstool Gambling
17. 

    1 year ago

    High Stakes Gambling w/ Uncle Timmy Live!

    stevewilldoit
18. 

    3 months ago

    Barstool's Ohio State and Tennessee Fans Go to War for Playoffs Round 1 | Barstool Gambling Cave

    Barstool Gambling
19. 

    3 months ago

    Big Cat and Co Sweat Out the Week 16 Sunday Slate | Barstool Gambling Cave

    Barstool Gambling
20. 

    3 months ago

    Big Cat and Co Sweat Out Round 2 of College Playoffs | Barstool Gambling Cave

    Barstool Gambling
21. 

    3 months ago

    Big Cat and Co Sweat Out Notre Dame vs Georgia | Barstool Gambling Cave

    Barstool Gambling
22. 

    3 months ago

    Big Cat and Co Sweat Out Indiana vs Notre Dame in Round 1 of the Playoffs | Barstool Gambling Cave

    Barstool Gambling
23. 

    3 months ago

    Live Blackjack! | Stake US

    Seekaplayer
24. 

    4 months ago

    Big Cat and Co Sweat Out the Week 14 Sunday Slate | Barstool Gambling Cave

    Barstool Gambling
25. 

    6 months ago

    Hank and Memes Face Off in a Blindfold Bet for New England Vs New York | Barstool Gambling Cave

    Barstool Gambling