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On The Brink with Castle Island

Jun 9, 2026

Wyatt sits down with Omid Malekan, a Professor at Columbia Business School, author of several books, and "Explainer-in-Chief" of blockchain technology. In this episode, Wyatt and Omid discuss:

  • Why do stablecoins carry a persisent sense of being "dangerous" or "ungovernable?
  • Are stablecoins truly private money? How do...


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...