AI Strategy Lead

ABOUT BROCCOLI AI 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. THE ROLE If you've been on the value creation side of private equity, you know the job: find the operational levers, pull them across the portfolio, and turn them into EBITDA. AI is the largest lever to come along in a generation, and Broccoli is how the trades pull it. We're hiring AI Strategy Lead to drive AI value creation across several of our strategic PE-backed growth accounts. You'll help our CEO communicate the value creation thesis for these accounts, own the outcome of delivering against it, and shape where each customer takes AI next. You won't do it alone. Each account comes with a dedicated team of implementation, customer success, and forward-deployed engineers driving deployments and adoption on the ground. You lead those teams and own the outcome: ensuring every account gets the most from what it has today and has a clear path to realizing additional value over time across products and locations. Expect travel to customers as needed to build relationships and drive outcomes. WHAT YOU'LL DO - Own the outcome on each account: make sure every location is getting the highest value from the AI products it runs today, quantify it in hard numbers (ROI, EBITDA impact, revenue, conversion, labor savings), and turn frontline results into reporting for customer leadership. - Diagnose why some locations outperform and others lag, then close the gap across technology, people, and process. - Drive expansion into more AI products and more locations, growing each account toward our expanding platform. - Support our CEO on the executive relationship, owning the prep, the value story, and the day-to-day with customer leadership. - Direct the on-account team that owns execution (implementation, customer success, forward-deployed engineers) while you stay accountable for the outcome. - Feed learnings from the field back to Product, Engineering, and Operations to shape both the roadmap and our operating model. WHAT WE'RE LOOKING FOR - 5-8+ years across PE value creation or operating roles, strategy consulting (MBB), tech consulting (Deloitte, Accenture) or strategy & operations in trades, industrials, or field services. Significant plus for experience with tech transformations - A track record of measurable impact: EBITDA, margin, revenue, or operational improvement you drove through execution, not just recommended. - Customer obsession. You measure yourself by whether the customer is better off, and you do what it takes to make sure they are. - Strong executive presence. You hold your own with operators and senior leaders. - Comfortable in the data yourself. You can pull the numbers and build the model. - You build polished, executive-ready slides that make complex work easy to follow. - Deep operational knowledge of how roll-up businesses run, and where the leverage hides. - An AI-native mindset. You use AI tools daily and have strong intuition for how AI reshapes how organizations operate. - Excited to work in-person 5 days a week in San Francisco with the team BONUS POINTS - Experience at PE portco specifically in home services (e.g., HVAC, roofing, garage, pest control, etc.) - Startup experience Broccoli is an equal-opportunity employer and complies with all applicable federal, state, and local fair employment practice laws.