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On The Brink with Castle Island

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...


Aug 28, 2026

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

  • Matt and Nic consider candidates for the new bad boys intro music
  • 39 state banking associations form the BankChain alliance
  • Blockstream researchers proposed SHRINCS, a PQ signature scheme for Bitcoin
  • How much should depositors care about bank...


Aug 21, 2026

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

  • The boys review SALT Wyoming in Jackson Hole
  • Why did Stripe buy Openrouter?
  • Stripe says we have entered the Singularity
  • People are upset about data centers
  • The SEC proposes Reg Crypto governing token issuance
  • The CFTC convenes a crypto roundtable...