In this episode of Behind the Product, host Zac Darnell and co-host Lauren Lecoffre sit down with Sentry's Director of Engineering, Indragie Karunaratne. He shares how Sentry transformed from error monitoring into a multi-product observability platform. We discuss the hard-won lessons of product expansion, balancing AI experimentation with focused execution, and maintaining developer experience across 100+ platforms. Our conversation was a wonderfully candid and real discussion on what it can look like to navigate challenges teams face in these areas.

Key Takeaways

1. Multi-product strategy needs a clear rubric
2. Protect capacity for long-term bets
3. Multi-product expansion multiplies SDK complexity
4. Session Replay eliminates debugging guesswork
5. Fair Source balances openness with business protection