Sherwood Callaway is the Founder and CEO of Sazabi, an AI-native observability platform. A two-time YC founder and a16z infra scout, he has over a decade of experience in infrastructure and DevOps at startups like Brex and Crunchbase. He holds certifications as a Certified Kubernetes Administrator and an AWS Certified Solutions Architect.
Sherwood is passionate about making developers more productive and believes in building tools that are aligned with his personal experience and expertise. He enjoys working with customers he would connect with personally and emphasizes having fun while building a company, a lesson learned from the challenges of his first startup.
His previous startup, Opkit, built and commercialized one of the first AI-powered phone calling services for the healthcare industry before being acquired.
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