Robert Flatley, Founder & CEO TS Imagine

Robert Flatley, Founder & CEO TS Imagine

From Alpha Exchange by Dean Curnutt

May 11, 2026 · 1h 2m · Episode 254

About this episode

Dean Curnutt hosts a conversation with Robert Flatley about prediction markets, AI-driven workflows, and changes in financial market infrastructure.

I was excited to host this conversation with Rob Flatley, Founder and CEO of TS Imagine, on prediction markets, AI-driven workflows, and the structural changes reshaping financial market infrastructure. We begin with Rob’s path from software engineering into capital markets, including leadership roles at Bank of America and Deutsche Bank during the rise of electronic trading and through the Global Financial Crisis. That experience informs a broader perspective on how market infrastructure evolves during periods of stress and technological transition. The conversation then turns to artificial intelligence and the distinction between large language models and reinforcement learning systems. Rob explains why traditional deterministic workflows in settlement and collateral management create different challenges than probabilistic systems such as risk management. He argues that the next phase of AI adoption will focus less on generating language and more on learning and automating complex workflows across financial systems. We also explore prediction markets, an area where Rob and his team have spent significant time building infrastructure and risk frameworks. He discusses how…

People in this episode

Host: Dean Curnutt

Guest: Robert Flatley

Topics covered

  • prediction markets
  • AI-driven workflows
  • financial market infrastructure
  • electronic trading
  • risk management
  • tokenization
  • settlement infrastructure

Keywords

  • prediction markets
  • AI
  • financial infrastructure
  • risk management
  • tokenization
  • settlement
  • electronic trading

Mentioned in this episode

Organizations: TS Imagine, Bank of America, Deutsche Bank

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