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On The Brink with Castle Island

Dec 30, 2025

Matthew Le Merle and Mitch Mechigian of Blockchain Coinvestors join the show. In this episode we discuss:

  • The top 5 themes of 2025 for the blockchain industry
  • 2026 predictions and key themes to monitor

To learn more about Blockchain Coinvestors visit


Dec 19, 2025

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

  • Secret exchange insolvency rumors
  • Caroline Ellison is free
  • David Sacks says CLARITY is getting a markup
  • The Fed rescinds their 2023 Novel Activities Supervision program
  • Insolvent exchange prediction markets
  • Visa’s stablecoin advisory business
  • JPM...


Dec 17, 2025

Henry sits down with Corn, head of business development at Yearn Finance, for a conversation about the evolution and current state of defi. In this episode: 

  • The history of defi from 2020 to today, and how the TerraLuna crash impacted the market
  • How incentive mechanisms in defi have changed in 2025
  • What caused the...


Dec 12, 2025

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

  • CIV grows the team
  • Nic does not regret 8 years in crypto
  • People are getting blackpilled about crypto
  • Does speculation in crypto have positive externalities?
  • Matt has never seen LOTR
  • Will web3 ever come back?
  • The OCC lets banks broker crypto trades
  • The...


Dec 5, 2025

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

  • Quantum risk again
  • Are banks filled with spooks?
  • The trouble with Taproot addresses
  • Microstrategy’s dollar reserve
  • Kalshi is going on chain
  • Prediction market predicaments
  • Are insiders monetizing Google search information on Polymarket?
  • Are...