TrulyHired
Remote (Austin, TX)
Job Description AI-Native Engineering Lead Chegg • Austin, TX • New York, NY • Chicago, IL • Bay Area, CA • Hybrid The Role We're building a deeply AI-enabled product designed to give every college student an unfair advantage in the moments that matter most. This is Chegg's single most transformative internal initiative: zero-to-one, live in market, and moving fast. The team is deliberately lean. Every person on it operates at a level well above their title. This is not a traditional engineering leadership role. We need someone who is genuinely AI-native - not AI-assisted - and who has the architectural instincts to keep our foundations sound as agents build faster on top of them. You will own the engineering craft end-to-end: deciding how we build, keeping the system honest, orchestrating AI tooling to multiply throughput, and growing the engineering capability of the team over time. You will report directly to the CTO and work closely with our Chief Architect, who...

