Uploaded August 2026 | Updated September 2026, 2 weeks ago
Sherwood Callaway, founder and CEO of Sazabi, lays out his most ambitious bet: a world where software heals and improves itself without human intervention, evolving in response to production usage the way a body adapts to repeated strain. He explains why he was "AGI-pilled" enough to bet that dashboards, flame graphs, and even metrics and traces would become superfluous, and how that conviction shaped Sazabi's core product decisions, like debugging only through conversation instead of dashboards.
Lindsay Pettingill sits down with Sherwood to dig into what self-healing software actually looks like in practice, how Sazabi is discovering which codebases it handles best, and the story behind the company's maximalist, Blade Runner-inspired brand, including why he named it after a mecha suit from a 1980s anime.
00:00 What self-healing software actually means
02:41 Betting the roadmap on future model improvement
05:28 How Sazabi decides which codebases to take on
06:23 Inside Sazabi's maximalist, Blade Runner-inspired website
09:07 Why Sherwood named the company after a Gundam mobile suit
10:41 The divisive reaction from other developers
This is an excerpt from our full conversation with Sherwood Callaway. Watch the full episode here: youtu.be/LikGg0uYNe4
Sherwood Callaway, founder and CEO of Sazabi, lays out his most ambitious bet: a world where software heals and improves itself without human intervention, evolving in response to production usage the way a body adapts to repeated strain. He explains why he was "AGI-pilled" enough to bet that dashboards, flame graphs, and even metrics and traces would become superfluous, and how that conviction shaped Sazabi's core product decisions, like debugging only through conversation instead of dashboards.
Lindsay Pettingill sits down with Sherwood to dig into what self-healing software actually looks like in practice, how Sazabi is discovering which codebases it handles best, and the story behind the company's maximalist, Blade Runner-inspired brand, including why he named it after a mecha suit from a 1980s anime.
00:00 What self-healing software actually means
02:41 Betting the roadmap on future model improvement
05:28 How Sazabi decides which codebases to take on
06:23 Inside Sazabi's maximalist, Blade Runner-inspired website
09:07 Why Sherwood named the company after a Gundam mobile suit
10:41 The divisive reaction from other developers
This is an excerpt from our full conversation with Sherwood Callaway. Watch the full episode here: youtu.be/LikGg0uYNe4
