Lead Deployment Strategist

Wintermeyer Ventures; New York (NY); Hybrid; USD 150,000 - 190,000; Full time

Benefits offered by this job

Visa sponsorship

Job summary

Wintermeyer Ventures seeks a Lead Deployment Strategist to own enterprise client engagements and expand deployments in the insurance data ecosystem. You will partner with product and tech teams to convert use cases into lasting relationships.

You’ll manage executive relationships, build business cases, and guide a small cross-functional team through pilots to full deployment, with a hands-on IC mindset.

Qualifications

• Eight+ years in client-facing strategic roles leading enterprise engagements.
• Experience in strategy consulting and owning outcomes from planning to delivery.
• Hands-on contributor who can drive client growth directly with technology context.

Responsibilities

• Own enterprise client relationships from initial engagement through expansion.
• Build executive relationships, lead business reviews, and travel about monthly.
• Learn client processes and tech to identify use cases and deployment paths.
• Develop business cases, Excel models, and presentations for pilots and adoption.
• Lead a small cross-functional team and mentor junior colleagues.

Skills

Client-facing strategy

Strategy consulting

Excel modeling

Executive communication

Team leadership

Tools

Excel

APIs

Job description

About the Role

As a Lead Deployment Strategist at an AI-native fintech infrastructure startup, you will own strategic enterprise client engagements and help expand deployments across the insurance data ecosystem. This is a hands‑on client strategy role, partnering closely with technical and product teammates to turn initial use cases into lasting client relationships.

What You'll Do

• Own enterprise client relationships from initial engagement through expansion, identifying opportunities to deepen deployments.
• Build executive relationships, lead regular business reviews, and travel to client sites about once per month.
• Learn each client's people, processes, and technology to identify use cases and prioritize paths from pilot to broader deployment.
• Develop business cases, Excel models, and presentations to support pilot conversions and adoption of new use cases.
• Lead a small cross‑functional team and guide junior colleagues on client strategy and deliverables.

What We're Looking For

• Eight or more years of experience in client‑facing strategic roles, with a track record of personally leading complex enterprise engagements.
• Strategy consulting experience and experience owning client outcomes from planning through delivery.
• A hands‑on individual contributor mindset and the ability to lead client growth directly.
• Comfort with technical concepts such as APIs, integrations, and software architectures.
• Strong Excel modeling and presentation skills; experience in fintech, insurance, or data infrastructure is relevant.

Compensation & Benefits

Annual salary range: $150,000 to $190,000 USD. Visa sponsorship is available.

Location

Hybrid in New York, New York, or Atlanta, Georgia. The New York schedule is four days per week in office; the Atlanta schedule is three days per week in office. Monthly client‑site travel is expected.