AI Transformation Lead

Broccoli AISan Francisco, CA
Onsite

About The Position

Broccoli AI is building AI teammates for contractors, replacing fragmented software and manual work with AI that handles tasks like answering phones, booking appointments, and recovering revenue. They aim to help contractors deliver exceptional customer experiences. The company has grown significantly, serving hundreds of contractors and achieving over $15M ARR in under two years, with backing from Khosla Ventures and Y Combinator. They emphasize a deep understanding of contractor businesses, gained through extensive field research.

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).
  • Alternatively, technology-transformation or systems-implementation consulting experience where you ran the rollout, or an engineering/technical background focused on customers and business outcomes.
  • A track record of successfully getting customers live and adopted, ideally across a portfolio and with SMB or multi-location operators.
  • Demonstrable impact in adoption, retention, time-to-value, revenue, or operational improvement driven through execution.
  • Customer obsession: Measuring success by customer improvement and doing what it takes.
  • Comfort with data: Ability to pull numbers, demonstrate impact, and communicate findings.
  • Strong presence with both senior leaders and frontline operators.
  • An AI-native mindset: Daily use of AI tools and an intuitive understanding of how AI reshapes business operations.
  • Excited to work in person 5 days a week in San Francisco with the team.

Nice To Haves

  • Owned a platform migration or major product rollout across many customers or locations.
  • Experience in home services, field services, restaurants, retail, or other multi-location / SMB-dense industries.
  • Startup experience.

Responsibilities

  • Own the rollout: Take customers from signed to fully live on the platform, including scoping, configuration, launch, and adoption across front office, technicians, and locations.
  • Learn the business first: Understand each customer's operations and configure the platform to fit their workflow.
  • Drive adoption and value: Ensure customers deeply use the platform and achieve tangible results, quantifying impact in terms of ROI, revenue, conversion, and labor savings.
  • Manage a portfolio: Simultaneously manage multiple customer rollouts, ensuring they stay on track for go-live and value realization.
  • Be the customer's trusted partner: Build relationships, manage daily operations, and translate frontline results into trusted leadership reporting.
  • Partner with engineering: Collaborate closely with forward-deployed engineers, with the AI Transformation Lead owning the customer, configuration, and outcome while engineers handle the technical build.
  • Influence the playbook and delivery model: Translate successful field practices into repeatable processes to scale delivery.
  • Feed the field back to Product: Use learnings from the ground to inform the product roadmap and delivery methods.
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