Founding Deployment Strategist

Responsibilities

• Own enterprise customer engagements end to end, from kickoff through go-live, including milestones, weekly check-ins, executive updates, commitments, and risk management.
• Build and maintain relationships with claims leadership, operations, procurement, IT, and executive sponsors.
• Define success metrics, measure results as AI agents go live, and communicate value from operational teams through executives.
• Represent customer needs internally and work with Forward Deployed Engineers on process gaps, integrations, and roadmap priorities.
• Create deployment playbooks and establish the operating standards for a growing engagement function.

Requirements

• 3–6 years of experience running enterprise programs in top-tier consulting, large-scale implementation, or product management.
• Demonstrated ownership of programs, stakeholder alignment, and measurable outcomes.
• Strong product instinct and ability to translate customer pain points into actionable requirements for engineers.
• Ability to read API documentation, follow integration architecture discussions, and evaluate technical assumptions.
• High agency, strong planning, and ability to manage multiple engagements simultaneously.
• Ability to lead difficult customer conversations, including situations where an AI agent performs incorrectly.
• Based in NYC and willing to work in person.

Nice to Have

• Experience in insurance, claims, TPAs, or other compliance-heavy operational environments.
• Familiarity with large language models or experience delivering AI or automation programs.
• Early-stage startup experience, particularly as the first hire in a function.

Compensation and Benefits

• Salary range: $160,000–$220,000.
• Lunch and dinner provided every workday from local restaurants.
• Medical, dental, and vision insurance fully covered.
• Monthly gym stipend.
• Quarterly offsites.