We are looking for a Deployment Strategist with 2–5 years of experience to own end-to-end customer deployments at a fast-growing AI healthcare startup. You'll lead complex implementations for Fortune 500 healthcare organizations, managing stakeholders, timelines, and project plans while partnering with a technical counterpart who handles the engineering side. This is a foundational hire at an 11-person team that just raised a $10M seed from top-tier investors and signed seven deals in the past week.
What will you be doing?
Leading a panel of 3–5 customer implementations from kickoff through go-live, managing project plans, timelines, and financial outcomes
Managing complex stakeholder relationships across large healthcare organizations with multiple decision-makers
Running kickoff calls, weekly syncs, and stakeholder check-ins—serving as the customer's primary non-technical point of contact
Building and refining the implementation playbook from scratch as one of the first hires in this function
Working in a dyad with a forward-deployed engineer, owning the project management and stakeholder side while they handle technical execution
Key Requirements
2–5 years of experience running complex software implementations, customer onboarding, or project management (consulting, chief of staff, or deployment roles at high-growth startups are strong signals)
High-agency, high-octane personality—someone who thrives in ambiguity, communicates exceptionally well, and builds relationships quickly
Strong detail orientation and project management track record: managing multi-workstream plans, wrangling resources, and holding deadlines
Semi-technical fluency: knows what an API is, understands how LLMs work at a high level, and can speak intelligently about technical products
Must be based in or willing to relocate to NYC for 5 days/week in-office (relocation support available)
Copyright © 2026 Grabjobs Pte.Ltd. All Rights Reserved.