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On The Brink with Castle Island

Sep 25, 2026

Matt and Nic are back with another week of news and deals. In this episode: 

  • How loud are America’s largest data centers?
  • What’s wrong with XAI’s data center in Mississippi?
  • The Trump admin is reportedly trying to promote dollar stablecoins
  • Binance invests in Circle
  • We pick up the pieces after Clarity
  • Fairshake...


Sep 18, 2026

Matt and Nic are back for another week of news and deals. In this episode: 

  • How is SBF like Dario?
  • The EAs are at it again
  • Do we need new regulation to Pace the Frontier?
  • Can Anthropic be regulated like a bank? 
  • Are baseball cards back?
  • Clarity fails at the final hurdle
  • Why did Clarity fail?
  • Stablecoin yield is still...


Sep 11, 2026

Matt and Nic are back for more deals and news. In this episode: 

  • We bring back his the theme music
  • Anthropic employees think there’s a 10% chance AI destroys humanity
  • Was Jacob Coxon astroturfed or real?
  • Are Anthropic employees being sincere or cynical?
  • Blockstream’s Liquid sidechain is hacked
  • What does the Liquid...


Sep 4, 2026

Matt and Nic are back for another week of news and deals. In this episode: 

  • We determine the winner of the bad boys theme song competition
  • Dwarkesh ignites controversy with his OpenAI hack recap
  • What actually happened with OpenAI and Huggingface?
  • Gwern’s and Matt Huang’s short story competition
  • Will AI make us...


Sep 2, 2026

Wyatt sits down with Guy Young, founder of Ethena, for Guy's third appearance on the pod. In this episode:

  • What has driven Ethena's success and durability?
  • Where is there demand for other yield assets?
  • Where is capital coming from?
  • Is full onchain portfolio construction possible today?
  • Why tokenize financial products...