CTO Uncovered

Deepak Ramaswamy — Lightspun

Inside LightSpun, the AI bottleneck isn't generating answers, it's deciding which ones to trust.

Aug 12 • Uncovered Media and Nick Madrid

July 2026

San Oo - Abridge

Before you redesign the system, understand the room it serves

Jul 29 • Uncovered Media

Chad Fowler - BlueYard Capital

Building Systems That Want to Be Changed

Jul 22 • Uncovered Media and Nick Madrid

Patrick Leung - Faro Health

The most expensive experiments in medicine still begin as prose

Jul 15 • Nick Madrid and Brandy Whalen

June 2026

Ryan Grothouse - Mux

The Moat Underneath the Moat

Jun 10 • Uncovered Media and Nick Madrid

1

Gal Vered - Checksum.ai

The gap AI left open: Writing code is solved. Verifying it is not.

Jun 3 • Uncovered Media and Nick Madrid

May 2026

Alan Boyce - Sprout Social

What Happens When the Invisible Contract Breaks? Rebuilding Engineering for a Non-Deterministic World

May 20 • Uncovered Media and Nick Madrid

April 2026

Rob Zuber - CircleCI

When the Cost of Code Collapses, Everything Built Around That Cost Must Change

Apr 10 • Uncovered Media, Brandy Whalen, and Nick Madrid

2

1

January 2026

Getting Smarter With Every Edit

CTO Eric Hawkins explains why the most valuable part of Ontra's AI strategy is the human in the loop.

Jan 28 • Uncovered Media and Brandy Whalen

3

1

Solving the Integration Gap

Eyal Bukchin of MetalBear on why integration is the new bottleneck.

Jan 28 • Uncovered Media, bacca, and Brandy Whalen

5

1

The 80% Rule: The New Metric for AI-Era Engineering

Babylist CTO TJ Moretto on why problem-solving and orchestration skills will be more important than ever.

Jan 28 • Uncovered Media

4