All Episodes

March 9, 2021 126 mins

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 

 

 

  • This is Where We Fucked Up @ 87 minute

 

  •  Voice Nuggets @ 98 minute

 

  •  Fill in the Blank @ 101 minute

 

Manscaped.com - Use code "cuptocup" to save yourself 20% off and get FREE shipping.

 

Thanks for always supporting us, listening and just being bad ass! Please subscribe, drop us a review and share us with a friend. Seriously, tell a stranger, FREE marketing is all we can afford!

 

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

 

 

Email the podcast if you want to be a guest or sponsor an episode!

Mark as Played

Advertise With Us

Popular Podcasts

On Purpose with Jay Shetty

On Purpose with Jay Shetty

I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

The Joe Rogan Experience

The Joe Rogan Experience

The official podcast of comedian Joe Rogan.

Stuff You Should Know

Stuff You Should Know

If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.