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On The Brink with Castle Island

Apr 27, 2026

Pluto is a veteran of DeFi and cross chain systems, with prior stints at Thorchain and Airswap, now building Harbor, a native asset DEX. In this episode, we talk about the KelpDAO exploit and how DeFi can regain people’s trust. Nic sits down with him to discuss:

  • What exactly happened with the KelpDAO/ Aave hack?
  • Will...


Apr 22, 2026

Brandon Arvanaghi, the co-founder and CEO of Meow, joins the show. In this episode we discuss:

  • The rise of agentic payments and the convergence of LLMs and financial services.
  • Meow’s approach to banking the agentic economy.
  • How financial services firms and banks will need to evolve in order to service AI agents.


Apr 9, 2026

Connor Dougherty, Co-Founder and CEO of Valinor Digital, joins the show. In this episode:

  • Connor’s background working at a large private credit shop
  • Pioneering a new category of Open Credit and how it expands the TAM for private credit
  • Explosion of stablecoin demand enabling new borrowing types
  • Structuring deals...


Mar 4, 2026

Alex Wilson, Co-Founder and CEO of Cyclops, joins the show. In this episode:

  • Alex’s background running The Giving Block and the company’s acquisition by Shift4
  • Difficulty in enabling stablecoin solutions when utilizing existing providers while inside of Shift4
  • Backgrounds of the founding team at Cyclops
  • Regulatory...


Mar 3, 2026

Dana Syracuse and Josh Boehm of Paul Hastings join the show. In this episode we discuss:

  • The OCC Charter process how digital asset companies are pursuing the federal path
  • The aftermath of the Genius Act passage and the rulemaking process for this law
  • Considerations for Federal vs. State charter pathways
  • The market...