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On The Brink with Castle Island

Oct 5, 2026

Esther Wong, founder and CEO of Cashi joins the show. Cashi is a stablecoin spending app and cashback card with a global footprint. In this episode we discuss:

  • Customer personas and use cases for stablecoin payments
  • The future of tokenized equities on chain
  • The landscape of layer one and two blockchains and how these...


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...


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.