Jason Warner is a former GitHub CTO and Heroku Head of Engineering who now works as a Managing Director at Redpoint, where he evaluates startups' engineering organizations like an insider by assessing code quality, on-call practices, and how engineering teams actually operate day-to-day. He runs a distinctive founder-education content series where he shares tactical advice to technical founders every Tuesday, and later founded Poolside AI, giving him an unusual combination of large-scale engineering leadership, venture investing, and hands-on AI tooling company building experience. Jason Warner is a former GitHub CTO and Heroku Head of Engineering who now works as a Managing Director at Redpoint, where he evaluates startups' engineering organizations like an insider by assessing code quality, on-call practices, and how engineering teams actually operate day-to-day. He runs a distinctive founder-education content series where he shares tactical advice to technical founders every Tuesday, and later founded Poolside AI, giving him an unusual combination of large-scale engineering leadership, venture investing, and hands-on AI tooling company building experience.