Broccoli

AI operating system for home service businesses

HeadofEngineering

San Francisco, California, United States FULL TIME
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Director candidates.

The Brief

“Head of Engineering at Broccoli. Skills: Engineering leadership, Team building, Product outcomes. Build and lead engineering organization. Ship product and infra work”

What You'll Achieve.

Ship ambitious product outcomes with speed, quality, and accountability; Own the health, output, and growth of the engineering team; Make sure the right people are in the right roles; Ensure the management layer is strong; Reinforce recruiting, culture, and execution; Motivate and get maximum leverage out of the current team; Make hard calls when needed; Set the pace by example; Do what it takes during critical moments; Hold the bar high for yourself and the team

Industry & Context.

AI operating system for home service businesses
Problems you'll solve

Make decisions in the face of ambiguity

What They're Looking For.

Must Have

8+ years of engineering experience, 3+ years of leadership experience with 15-40 member engineering teams, Experience building and scaling an engineering org, people leadership skills, Clear and concise communication

Nice to Have

Head of engineering experience at Series A - Series C startup

What You'll Do.

Build and lead engineering organization

Ship product and infra work

Own engineering execution

Own engineering recruiting

How You'll Work.

Team & Collaboration

Partner closely with the CTO on technical strategy; Partner closely with the CEO & CTO to communicate company vision; Own engineering recruiting end-to-end with the CTO and People team

Communication Scope

Clear and concise communication; Create alignment; Set context; Motivate teams; Make decisions

Full Job Description

ABOUT BROCCOLI Broccoli is building the AI operating system for home service businesses. We work with plumbing, HVAC, and electrical contractors — the people who keep homes running — and we replace fragmented tools and manual workflows with AI agents that actually do the work. Our AI assistants answer phones, book jobs, follow up with customers, and drive revenue — fully integrated into systems like ServiceTitan. We started by going door-to-door, meeting 100+ contractors, and understanding how these businesses actually run. That shaped everything we’ve built. Today: - Hundreds of contractors use Broccoli to run their front office - We’ve grown from $0 → millions in ARR in under a year - We’re trusted by both single-location operators and the largest PE-backed roll-ups - Raised $25M+ from Khosla Ventures and YC 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 h

Free ATS check

Applying for this Head of Engineering role?

Most applicants get filtered before a human reads their resume. See if yours makes the cut.

How to Apply on Ashby

  • Ashby is a fast modern ATS — most applications take under 3 minutes.
  • The resume parser is strong; verify parsed experience dates and job titles.
  • Custom screening questions are often scored algorithmically — answer completely.
  • Location field affects geo-based screening; use your actual metro area.

ANONYMOUS · UNFILTERED

What do employees actually say about Broccoli?

Real rants from real employees. Read before you apply.

Read Company Rants →