Startups · AI

Deployment Strategist

Probook · Manhattan · On-site

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About Probook

Dispatch makes or breaks the customer experience. Probook is the only AI built around it. Backed by Sequoia and a16z.

About the role

The Deployment Strategist owns the post-sale technical and operational journey for new customers. This is a project-ownership role: you are responsible for hitting deployment milestones and go-live dates, not just holding a relationship. You sit between the sales handoff and the customer success team, and you are the person accountable for a customer's first experience actually running on the product.

What they're looking for

  • 2+ years in an implementation, deployment, or onboarding role at a SaaS company (title may vary: Implementation Specialist, Onboarding Manager, Deployment Strategist, Technical Onboarding Manager)
  • Direct, hands-on experience running the full implementation lifecycle for a software product — not just supporting one
  • Comfortable running structured kickoff calls, presenting to stakeholders, and managing a project plan independently
  • Track record of hitting deployment deadlines and can speak to specifics (number of implementations run, average time-to-go-live, customer count)
  • Strong ownership instinct — when something breaks, or a customer is stuck, you solve it yourself rather than escalating
  • Comfortable learning a technically complex product quickly and becoming the go-to expert on it
More about this role

Probook is the AI Operating System for the home services industry, transforming how plumbing, HVAC, and electrical businesses operate.

Our impact is real. Dispatching the right technician to the right job can mean the difference between a $300 "band-aid" fix and a $20,000 system replacement. By automating previously high-touch workflows around-the-clock, Probook ensures a consistent customer experience without the need for 24/7 live staffing. We unify our customers' processes into a single, scalable platform, giving businesses one place to run their entire dispatch operation.

The Deployment Strategist owns the post-sale technical and operational journey for new customers. This is a project-ownership role: you are responsible for hitting deployment milestones and go-live dates, not just holding a relationship. You sit between the sales handoff and the customer success team, and you are the person accountable for a customer's first experience actually running on the product.

Run kickoff calls and set expectations with new customers on scope, timeline, and what a successful deployment looks like

Build and manage a deployment project plan, keeping timelines, stakeholders, and internal...

Read the full posting on Probook's site ↗

Customer

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