YouTube27 Mar 2026

The End of Manual Debugging

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YC Root Access

Sherwood Callaway, a two-time YC participant, discusses his journey from his first company, OpKit, to his new venture, Sazabi, an AI-native observability platform. Callaway highlights Sazabi's core principle: "logs are all you need," challenging the traditional three pillars of observability by leveraging AI to extract insights from unstructured log data. He recounts his early career in infrastructure and DevOps at Brex, where he helped build the observability team, emphasizing the importance of preparing to respond to unpredictable production issues. Callaway reflects on lessons learned from OpKit, particularly the need to align a company with one's personal experience and passion, and shares his vision for Sazabi to become the default observability tool in the AI era, enabling self-healing software. He also explains his decision to return to YC to accelerate Sazabi's growth and instill YC values within the company culture.

Outlines

Part 1: Introduction, Sazabi’s Vision

Part 2: Background, Experience at Brex

Part 3: First Startup, Lessons from OpKit

Part 4: Founding Sazabi, AI Observability

Part 5: Y Combinator, Growth Strategy

Part 6: Hiring, Advice for Founders

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