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March 9, 2021 126 min

The crew welcomes Will Gadd to the show. Will is a Red Bull athlete, climber and overall badass. Florida Man takes us down to the Wendy’s in Jupiter and Will takes very little time letting us know his thoughts on Florida (good stuff).  Will blows our mind when he tells us all about how he started climbing, how cold it can get, how he became one of the first Red Bull Athletes and all of his insane adventures. Follow Will Gadd Here


Then we round out the first round of the bracket with #11 Mario Party vs. #22 Twisted Metal and #6 Super Smash Bros. vs. #27 Star Fox (SNES). Jose reminds us where we messed up last week (mainly Chase) and seems like we might have some future challenges. Fill in the Blank returns involving inventions, fighting and parenting which turns into some classic Cup to Cup conversation and debates.

Grab a drink (or shot) and enjoy! Cheers! 


*The Cup to Cup Rundown*


  • Guest @ 8 minute 

  • Florida Man @ 10 minute 

  • Best 90s Video Game Bracket @ 60 minute

  • This is Where We Fucked Up @ 87 minute

  •  Voice Nuggets @ 98 minute

  •  Fill in the Blank @ 101 minute
  • - Use code "cuptocup" to save yourself 20% off and get FREE shipping.


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    As always, check out for merch, updated bracket results, to a drop a voice nugget for us to play on the show, blogs and more.


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