Director, Engineering

Sunday

Director of Engineering

Full-time · Reports to CEO/Leadership Team · Boulder, CO or RemoteAbout the Role

Sunday is looking for a Director of Engineering to lead and elevate a talented, close-knit engineering team through a pivotal moment. We're building something novel in the lawn care category, not reinventing an existing category, and our engineers are energized by that focus. This role exists to protect and grow that momentum: setting technical vision, building org-level capability, and bringing in an AI focus.

This is a hands-on leadership role with real strategic ownership. You'll need to be credible in the weeds, able to understand what's happening in the codebase and the business, while also sitting close to company leadership, translating company vision into an engineering roadmap, and making the structural calls the team doesn't have bandwidth to make themselves.

Above all, we need a builder. Someone who gets genuinely excited about writing code and shipping products, not solely a people manager. You'll rally the team by being in it with them, and you'll partner directly with Product as a true collaborator, not an order-taker: we need someone who understands how product and engineering decisions shape each other.Vision & Strategy

• Develop a technical vision for engineering that ties directly to Sunday's business goals, and translate it into a 6–12 month roadmap built with Product and the Leadership Team
• Build and own Sunday's AI strategy for engineering, establish a consistent approach to AI-assisted and agentic development, and use it to help the team move faster and fail faster
• Serve as the connective layer between business/product priorities and the engineering team

AI-Native Product Direction

• Push Sunday toward becoming a genuinely AI-native product company, not a deterministic product with a chatbot bolted on, but one where core functionality is LLM-driven where it makes sense
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