How do you give an AI agent freedom while knowing it did the right work? Seth Rosen joins Jacob Matson and Mehdi Ouazza to explore checkpoints, structured evidence, and the data modeling behind reliable agents.
From GitHub’s internal analytics agent to changing data stacks, documentation, and AI-native organizations, they discuss where humans fit—and why traces, evals, and collaboration matter as much as the tools.
00:00 Meet Seth Rosen and ThruWire
01:19 The story behind the data meme
03:51 A room full of agents and the software factory
08:57 GitHub’s internal analytics agent
11:30 Checkpoints, receipts, and agent freedom
15:39 The disappearing boundaries of the data stack
23:33 Writing documentation for humans and agents
29:31 What makes a company AI-native?
36:31 Collaboration and the “slop cannon”
40:17 Agent traces, evals, and data teams
44:54 Structured receipts that steer agent work
50:53 Why this is a data modeling problem
52:07 Where to find Seth and closing thoughts
Show notes : https://motherduck.com/podcast