Head of Engineering

A hands-on player-coach role: lead a human + AI-agent engineering team, stay in the code, ship fabulous product. Sydney-based, global team, real equity. WHO WE ARE Enterprise AI is a Sydney startup helping organisations put AI to work — properly. We're a small, sharp team across Sydney, Manila and New York, and we build the way we tell our clients to: AI agents do a large share of the engineering work, and humans direct, review and ship. THE ROLE The role You'll own how we build — as a player-coach, not a people-manager-only. You'll code with AI every week, know our architecture cold, and stay close enough to the codebase to review anyone's work. And you'll run a hybrid team of engineers and AI agents, judged on one thing: fabulous product, out the door, fast. YOU WILL Stay hands-on — build with AI coding agents yourself, know the architecture and the code, and never lose touch with how the product actually worksTalk with your team daily — across Sydney, Manila and New York — to understand what everyone is building, unblock them, and connect the piecesContinuously improve our engineering processes — code quality, deployments, product functionality, agent orchestration, code review, evals, CI/CD, and quality gates that let a small team ship like a big oneLead, motivate and grow the team — coaching, celebrating, and raising the barSet technical direction and architecture for our enterprise AI productsShip four times a week — and make shipping feel great for the teamWork directly with the founder on product strategy and key client engagements YOU 8–15 years in software engineering, with real startup experience — you have shipped under constraints and worn many hatsStill coding, and proud of it — you review PRs, dive into the architecture, and would never lead from a slide deckAlready working with AI agents doing substantial engineering work, such as Claude Code, Cursor or custom agent pipelines — and you have opinions about their failure modesYou have led a team and loved the leading part — but you lead from inside the codebase, not above itStrong product instinct — you argue about what to build, not just how to build itComfortable leading across time zones; based in Sydney and happy working mostly in-person with the Sydney team WHAT WE OFFER A$220–260k base + superannuationMeaningful equity: 1%+, 4-year vesting — this is a partner-level role, and the package reflects itA team that's already AI-native — no legacy culture to fightDirect influence over product, company direction and how the team grows HOW TO APPLY Hit Easy Apply on this LinkedIn posting — applications go straight to Simmy, our Head of Talent. As LinkedIn Easy Apply does not allow a separate cover letter attachment, please include one short paragraph at the top of your CV: the best thing you have shipped and how AI agents featured in building it. We reply to everyone.