AI Strategy Senior Director

Broccoli; San Francisco (CA); On-site; USD 260,000 - 380,000; Full time

Job summary

Broccoli AI in San Francisco seeks a Senior Director of AI Strategy to lead AI value creation for our most strategic PE-backed customers. You’ll own outcomes across locations, driving ROI and EBITDA improvements, while guiding an on‑account team of implementation, customer success and forward‑deployed engineers.

You’ll partner with CEOs, CFOs and PE sponsors, translate field learnings into product and operating model changes, and travel as needed to build executive relationships and deliver

Qualifications

• 10+ years in PE value creation or operating-partner roles or top-tier consulting.
• Proven track record of EBITDA, margin, revenue or operational improvements.
• Customer obsession with measurable impact.
• Credibility with sponsors, boards, CEOs, CFOs.
• Comfort pulling numbers and building models.
• Ability to build executive-ready slides.
• Deep operational knowledge of roll-up businesses.
• AI-native mindset and daily use of AI tools.
• Willingness to work in-person 5 days a week in San Francisco.

Responsibilities

• Own the outcome on each account: maximize value, quantify ROI and EBITDA impact.
• Diagnose performance gaps across technology, people, process.
• Drive expansion into more AI products and locations.
• Direct the on-account team (implementation, customer success, forward-deployed engineers).
• Be the proactive partner to CEOs, CFOs, and PE partners.
• Feed learnings back to Product, Engineering, Operations to shape roadmap.
• Travel to customers as needed to build executive relationships and ensure results.

Skills

PE value creation

Top-tier consulting

Operations leadership

Executive communication

Data analysis

Executive slides

AI mindset

In-person collaboration

Job description

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. 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 with $1B+ revenue. 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 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 executive relationships and ensure results.

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 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.

• Direct the on-account team that owns execution (implementation, customer success, forward-deployed engineers) while you stay accountable for the outcome.

• 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.

What We're Looking For

• 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 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.

• Credibility operating at the top, advising sponsors, boards, CEOs, and CFOs as a trusted partner.

• 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