Jesse Robbins is a venture capital investor at Heavybit who held Amazon's unusual "Master of Disaster" title where he created GameDay—a systematic program of deliberately breaking production systems that inspired practices like Netflix's Chaos Monkey—and later founded Chef, one of the seminal cloud automation platforms that helped popularize modern DevOps practices. His background as a trained firefighter directly shapes how he evaluates startups, and he looks for developer products that create an "instant worldview shift" from the first moment he sees them, explicitly avoiding "AI washing" in favor of tools where AI is deeply integrated with clear paths to revenue. Jesse Robbins is a venture capital investor at Heavybit who held Amazon's unusual "Master of Disaster" title where he created GameDay—a systematic program of deliberately breaking production systems that inspired practices like Netflix's Chaos Monkey—and later founded Chef, one of the seminal cloud automation platforms that helped popularize modern DevOps practices. His background as a trained firefighter directly shapes how he evaluates startups, and he looks for developer products that create an "instant worldview shift" from the first moment he sees them, explicitly avoiding "AI washing" in favor of tools where AI is deeply integrated with clear paths to revenue.