AI Transformation Lead

Broccoli AI

$120K — $145K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 4-8+ years in implementation or deployment at a high-growth software company
  • Track record of successfully getting customers live and adopting new platforms
  • Demonstrated measurable impact on adoption, retention, or operational improvement
  • Strong analytical skills; comfortable with data to show impact
  • Exceptional relationship-building skills with both senior leaders and frontline operators
  • AI-native mindset; familiar with using AI tools in business contexts
  • Willingness to work in person in San Francisco, 5 days a week

Responsibilities

  • Own the entire customer rollout process from signed contract to live operation
  • Understand customer business operations to configure the platform effectively
  • Drive deep platform adoption and quantify business results for customers
  • Manage multiple customer rollouts simultaneously, ensuring timely progress
  • Build trusted relationships with customers and oversee day-to-day operations
  • Collaborate closely with engineers to ensure technical build aligns with customer needs
  • Influence and improve the rollout playbook and delivery model based on field experiences
  • Provide feedback from customer interactions to contribute to product development

Benefits

  • Opportunity for high ownership and growth in an early-stage role
  • Collaborative work environment with forward-deployed engineers
  • Impactful work that directly improves customer businesses
  • Exposure to various industries through a diverse customer portfolio
  • Engagement with both technical and business aspects of the product
Full Job Description
The Role

We're hiring an AI Customer Strategy Lead to get customers live on our platform and make it deliver real value in their business.

This is the work that turns a signed contract into a customer who runs their front office on our platform. You'll own the rollout end to end: understand how each business operates, configure and launch the platform to fit it, drive adoption across the front office and technicians, and prove the impact in the customer's own numbers. You won't do it alone - you'll partner closely with our forward-deployed engineers, who handle the deep technical build while you own the customer, the configuration, and the outcome. You'll do this across a portfolio of customers at once, and you'll help shape the playbook and delivery model that let us do it well at scale.

The best person for this has done implementation or deployment before at a company where getting customers live and adopting was the product. This is hands-on transformation work - you own the rollout and the outcome, not a set of recommendations. You understand SMB operators, you're comfortable in the data, and you measure yourself by whether the customer is genuinely better off. It's an early, high-ownership role with real room to grow as we scale.

What You'll Do
  • Own the rollout. Take customers from signed to fully live on the platform - scoping, configuration, launch, and adoption across the front office, technicians, and locations.
  • Learn the business first. Understand how each customer actually operates, then set up the platform to fit the way they work.
  • Drive adoption and value. Make sure customers are using the platform deeply and getting real results - and quantify it in hard numbers (ROI, revenue, conversion, labor savings).
  • Manage a portfolio. Run multiple customer rollouts at once, keeping each on track to go-live and to value.
  • Be the customer's trusted partner. Build the relationship, run the day-to-day, and turn frontline results into reporting their leadership trusts.
  • Partner with engineering. Work hand in hand with our forward-deployed engineers - they handle the deep technical build, you own the customer, the configuration, and the outcome.
  • Influence the playbook and delivery model. Turn what works in the field into repeatable practices that shape how we deliver the platform as we scale.
  • Feed the field back to Product. Turn what you learn on the ground into signal that shapes the roadmap and how we deliver.


What We're Looking For
  • 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).
  • Also a fit: technology-transformation or systems-implementation consulting (e.g., Deloitte, Accenture) where you ran the rollout rather than advised, or an engineering/technical background you've turned toward customers and business outcomes.
  • A track record of getting customers live and adopting - ideally across a portfolio, and ideally with SMB or multi-location operators.
  • Measurable impact you can point to: adoption, retention, time-to-value, revenue, or operational improvement you drove through execution.
  • Customer obsession. You measure yourself by whether the customer is better off, and you do what it takes.
  • Comfort in the data yourself - you can pull the numbers, show the impact, and tell the story.
  • Strong presence with both senior leaders and frontline operators; you can earn a shop owner's trust as easily as an executive's.
  • An AI-native mindset. You use AI tools daily and have strong intuition for how AI reshapes the way a business runs.
  • Excited to work in person 5 days a week in San Francisco with the team.


Bonus Points
  • You've 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.

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