Episode Player

Data, AI, and Knowing When to Let Go - with Tommy Cotter

Definitely, Maybe Agile

Use Left/Right to seek, Home/End to jump to start or end. Hold shift to jump forward or backward.

Chapters Close Chapters
Chapters
More Info Close More Info
Definitely, Maybe Agile
Data, AI, and Knowing When to Let Go - with Tommy Cotter
Jun 18, 2026 Season 3 Episode 223
Peter Maddison and Dave Sharrock

Tommy Cotter is Director of Data Products at Benzinga, a financial media company building the data infrastructure that sits behind trading platforms and investment apps used by millions of people daily. He's been navigating the shift to AI-assisted workflows in a space where speed and accuracy aren't just nice to have - getting it wrong has real consequences.

In this episode, Peter and Dave talk with Tommy about what it actually looks like to build data products responsibly in a fast-moving AI environment. They get into where humans still need to be in the loop, how compliance has become a competitive signal, and why being nimble matters more than picking the perfect architecture from day one.

Three things to take away from this conversation:

  1. Self-agency is real now. If you have a strong conviction about a product or problem, the barrier to building something has never been lower. That's a genuine shift from even five years ago.
  2. Security and compliance are no longer just internal concerns. In a world where AI startups spin up overnight, having invested in SOC2 or GDPR signals to customers that you're a legitimate, trustworthy operation. It's a market differentiator.
  3. Humans still belong in the system. Not everywhere, but in the right places. For low-risk, deterministic processes, let AI run. For anything client-facing or accuracy-critical, keep a human in the loop. Knowing the difference is the skill.

If this conversation sparked something for you, send us your thoughts at feedback@definitelymaybeagile.com. And if you haven't already, hit subscribe so you don't miss the next one.