AI Strategy Senior Director

Broccoli AI • San Francisco, CA

1d • $270,000 - $350,000 • Onsite

About The Position

Broccoli AI 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 to millions in ARR in under a year, we're trusted by both single-location operators and the largest PE-backed roll-ups, and we've raised $25M+ from Khosla Ventures and YC.

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. Broccoli is how the trades pull it. We're hiring a Senior Director of AI Strategy to lead AI value creation across our most strategic customers, which include PE-backed roll-ups and franchise groups. You'll own the value creation thesis for these accounts and sit across the table from CEOs, CFOs, and PE partners as the person who makes the numbers move. You'll have a team behind you. Every strategic customer has dedicated implementation, customer success, and forward-deployed engineers driving deployments and adoption on the ground. You oversee that team and are accountable for the outcome: that each account realizes the full value of what it runs today and expands across products and locations. Expect travel to customers as needed to build executive relationships and ensure outcomes.

Requirements

• 10+ years across PE value creation or operating-partner roles, top-tier consulting (MBB), or senior operating roles in trades, industrials, or field services.
• A track record of measurable value creation in portfolio companies: EBITDA expansion, margin improvement, operational transformation, or roll-up integration.
• Customer obsession. You measure yourself by whether the customer is better off, and you go deep on their business to make sure they are.
• A bias for execution and speed. You go in end to end and own measurable results, not just the recommendation.
• Comfortable in the data yourself. You can pull the numbers and build the model, not just commission it.
• Credibility operating at the top, advising sponsors, boards, CEOs, and CFOs as a trusted partner.
• 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.

Nice To Haves

• Experience at PE portco specifically in home services (e.g., HVAC, roofing, garage, pest control, etc.)

Responsibilities

• 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 board-level reporting.
• 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.
• Be the proactive partner to CEOs, CFOs, and PE partners, carrying the value story to the top.
• Feed learnings from the field back to Product, Engineering, and Operations to shape both the roadmap and our operating model.
• Direct the on-account team that owns execution (implementation, customer success, forward-deployed engineers) while you stay accountable for the outcome.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed