AI Strategy & Transformation Lead

About Broccoli AI

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 → 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

The Role

We are hiring AI Strategy & Transformation Leads to lead the rollout and expansion of Broccoli across our most strategic customers and build this function from the ground up.

This is a highly impactful role at the intersection of customer partnership, operations, analytics, and product strategy. You will work directly with executive teams at large home services platforms to deploy Broccoli, measure business impact, and identify opportunities to expand AI across their operations.

The insights you generate from working closely with customers will shape the future roadmap of the Broccoli platform, while the relationships you build will support long-term customer growth and expansion.

This role will involve occasional travel to customer locations to support deployments and strengthen executive relationships.

What You'll Do

• Function as the AI Transformation Project Manager for strategic customers rollouts (coordinating Broccoli's onboarding, CSM, and engineering teams alongside customer stakeholders).
• Own executive-level reporting and conversations (including deployment updates, ROI business reviews, and discussions on future AI opportunities).
• Create customer expansion strategies (identifying opportunities for customers to adopt additional Broccoli products and expand usage across their operations).
• Drive the product roadmap (serving as the voice of the customer by developing a deep understanding of customer operations, bringing their highest-priority needs back to Broccoli, and identifying new AI workflows that drive meaningful operational value).
• Build the AI Strategy function (design the playbooks, reporting frameworks, and best practices that will scale Broccoli's enterprise deployments as the company grows).

What We're Looking For

• 4+ years in tech consulting (Senior Associate or Manager level at Accenture, Deloitte, KPMG, etc.), with a track record of leading projects and presenting to executive stakeholders
• Strong program and project leadership skills , including experience coordinating complex implementations or transformation initiatives
• Excellent executive communication , including the ability to distill complex operational data into clear insights and lead discussions with senior stakeholders.
• Strong analytical ability , including comfort working with operational and financial data to quantify business impact.
• High ownership mindset , with a track record of driving initiatives from idea through execution and measurable outcomes.
• Excited to work in-person in San Francisco
• Bonus: Prior startup experience.