# Deployment Strategist at Probook

- Company: Probook
- What the company does: Dispatch makes or breaks the customer experience. Probook is the only AI built around it. Backed by Sequoia and a16z.
- Company website: https://www.probook.ai/
- Type: Startups (AI role)
- Level: Mid level
- Location: Manhattan
- Work setup: On-site
- Pay: $110K to $130K base salary per year (USD)
- Posted: 2026-09-04
- Apply by: 2026-10-19
- Apply: https://jobs.ashbyhq.com/probook/b768ad07-8d80-4c7c-a854-1507b60d4571
- Page: https://www.1752.vc/careers/jobs/probook-deployment-strategist/

## 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

Tags: Customer
