Head of Engineering - AI-Powered Startup

About the Role

We're seeking a Head of Engineering to join our innovative team at Grove. This is a unique opportunity for a Head of Engineering to lead our technical vision and architecture in a fully remote setting. As the Head of Engineering, you will play a crucial role in shaping our AI-powered platform, ensuring that our product teams can collaborate effectively and efficiently.

What You'll Do

• Own the technical vision and roadmap in close partnership with the Chief Product Officer and lead delivery against major milestones while making trade-offs under pressure.
• Architect and build AI-powered tool-loop agents that help teams think and plan together.
• Design evaluation frameworks to ensure our AI delivers reliable, high-quality experiences.
• Write production code daily. This role requires deep technical engagement, not just oversight.
• Guide architecture decisions with an eye toward security, scalability, and maintainability.
• Build and nurture the engineering team: hire thoughtfully, coach generously, and create conditions where people do their best work.
• Champion AI-assisted development workflows and help the team leverage frontier tools effectively.
• Establish engineering culture and practices that reflect our values: craft, trust, and humans before systems.

Requirements

• 10+ years of software engineering experience with hands-on depth in Node.js and TypeScript.
• 3+ years of engineering leadership at Director level or equivalent, ideally at a growth-stage startup where you built teams and systems from early foundations.
• Strong product taste and experience building products customers love.
• Meaningful experience building AI agents, LLM-powered applications, or agentic systems in production.
• Fluency with AI-assisted coding tools and workflows. You've integrated Claude, Cursor, Copilot, or similar into how you and your teams work.
• Experience with AI quality practices: evals, prompt engineering, and the craft of building reliable AI experiences.
• Comfort with modern cloud platforms (Vercel preferred) and serverless architectures.
• A track record of hiring and developing engineers. Not just managing them, but genuinely helping them grow.
• A strong understanding of how to design, build and deliver products incrementally, focusing on the highest risk areas first.
• Experience taking a product from zero to one at an early-stage company. You're energized by ambiguity and can work across strategy and execution without losing sight of either.

Nice to Have

• Experience with the Vercel AI SDK or similar agent orchestration frameworks.
• Background in product management tools, collaboration software, or developer tooling.

What We Offer

• Competitive salary commensurate with experience.
• Meaningful equity as a foundational member of the team.
• Comprehensive benefits including medical, dental, and vision coverage.
• Flexible paid time off and fully remote work within the USA.
• Company-provided Mac laptop and home office stipend.