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AI Transformation Lead

Broccoli AI - San Francisco, CA, USA - In-office - posted 2026-09-14

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Broccoli AI is building AI teammates for plumbing, HVAC, and electrical contractors. The company replaces fragmented software and manual work with AI that answers phones, books appointments, follows up with customers, and integrates with platforms like ServiceTitan. Broccoli has grown to $15M+ ARR in under two years and is backed by Khosla Ventures and Y Combinator. You will own the end-to-end customer rollout and transformation process. This means taking customers from signed contract to fully live on the platform, understanding how each business operates, configuring the platform to fit their workflows, driving adoption across front office and technician teams, and proving measurable impact in their business metrics. You'll manage a portfolio of customers simultaneously while partnering closely with forward-deployed engineers who handle the technical build. You'll be the customer's trusted partner, running day-to-day operations and translating frontline results into executive reporting. As the team scales, you'll help shape the repeatable playbook and delivery model, and feed learnings back to the product team to influence the roadmap. This is hands-on transformation work where you own both the rollout and the outcome. You'll work across multiple customer locations and business functions, balancing senior leadership relationships with frontline operator trust. You'll measure success by whether customers are genuinely better off and can quantify impact through ROI, revenue recovery, conversion improvements, and labor savings. REQUIREMENTS: - 4–8+ years in implementation, onboarding, deployment, or platform migration at a high-growth software or ops-heavy company (e.g., ServiceTitan, Toast, Rippling, or similar) - Alternative background: technology transformation or systems-implementation consulting (e.g., Deloitte, Accenture) where you ran the rollout rather than advised, or an engineering/technical background applied toward customers and business outcomes - Track record of getting customers live and adopting, ideally across a portfolio and with SMB or multi-location operators - Measurable impact you can demonstrate: adoption, retention, time-to-value, revenue, or operational improvement driven through execution - Customer obsession and willingness to do what it takes to ensure customer success - Comfort working directly with data—able to pull numbers, show impact, and tell the story - Strong presence with both senior leaders and frontline operators; ability to earn trust across organizational levels - AI-native mindset; daily use of AI tools and strong intuition for how AI reshapes business operations - Ability to work in-person 5 days per week in San Francisco BONUS: - Experience owning a platform migration or major product rollout across many customers or locations - Background in home services, field services, restaurants, retail, or other multi-location/SMB-dense industries - Startup experience

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