Head of Engineering

About Broccoli

At Broccoli, we're building AI teammates for the people who build and maintain our world.

We partner with plumbing, HVAC, and electrical contractors, the hardworking businesses that keep homes and communities running, and replace fragmented software and repetitive manual work with AI that actually gets the job done.

Our AI teammates answer phones, book appointments, follow up with customers, recover missed revenue, and help contractors deliver exceptional customer experiences, all while integrating seamlessly with platforms like ServiceTitan.

Before we wrote a single line of code, we visited more than 140 contractors to understand how these businesses truly operate. That firsthand experience shaped everything we've built.

Today:

• Hundreds of contractors rely on Broccoli every day.

• We've grown to $15M+ ARR in under two years.

• We're trusted by everyone from independent contractors to some of the largest private equity backed operators in the home services industry.

• We're backed by Khosla Ventures and Y Combinator.

We're still just getting started.

Head of Engineering @ Broccoli

We’re looking for a Head of Engineering to build and lead a high-performing engineering org that can ship ambitious product outcomes with speed, quality, and accountability as we scale.

You’ll own the health, output, and growth of the engineering team — making sure the right people are in the right roles, the management layer is strong, and recruiting, culture, and execution all reinforce each other.

This is not a “headcount first” role: you should be obsessed with motivating and getting maximum leverage out of the current team and be willing to make hard calls when needed.

You will also set the pace by example — willing to dive into the work, do what it takes during critical moments, and hold the bar high for yourself and the team.

What You’ll Do

• Build and lead a high-performing engineering organization that can ship ambitious product and infra work with speed, quality, and accountability

• Partner closely with the CTO on technical strategy, architecture, and roadmap prioritization

• Partner closely with the CEO & CTO to communicate company vision and strategy

• Own engineering execution and deadlines

• Build a culture where high performers are energized — people feel real ownership, are recognized and rewarded for impact, and are motivated to do the best work of their careers here

• AI-first: You’re bullish on AI and always looking for ways to push velocity through AI-assisted workflows

• Own engineering recruiting end-to-end with the CTO and People team

• Work "in the trenches" with the team: we're in the office 5 days a week

What You’ll Bring

• 8+ years of engineering experience

• 3+ years of leadership experience with 15-40 member engineering teams

• Experience building and scaling an engineering org

• Strong people leadership skills: you’ve hired, leveled, developed, and retained high-performing engineers and managers

• Clear and concise communication; you create alignment, set context, motivate teams, and make decisions in the face of ambiguity

• Bonus: Head of engineering experience at Series A - Series C startup

Broccoli is an equal-opportunity employer and complies with all applicable federal, state, and local fair employment practice laws.