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Enterprise Sales Director (Insurance AI)

ScrumAID

New York, NY · Posted November 1, 2026

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AI use among sales managers is little observed so far. Measured exposure for sales managers: 4% (little observed).

Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.

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About the job

Our client is an early-stage startup that applies domain-specific AI to the insurance industry. It needs a seasoned closer to lead large enterprise deals, work next to the founders and establish an enterprise selling function with a clear route to senior leadership.

Responsibilities

Own the entire enterprise cycle, from prospecting to close, alongside the founders and other teams

Build and run a healthy pipeline across insurers, reinsurers, managing general agents and brokers

Learn what hurts for each client and shape solutions around the company’s AI platform

Be the main point of contact from discovery and demos to negotiation and account care

Help sharpen the pitch and market strategy while among the earliest people in enterprise selling

Qualifications

Five to twelve years closing enterprise B2B SaaS at high-growth startups

A history of large annual contracts against sizable quotas, and standing as a consistent top performer

Experience selling into insurance, fintech or other regulated sectors

Tenure of two to three years or more at each employer, with promotions along the way

High energy, excellent communication and comfort building without an established playbook

On-site in New York, NY, in the office four to five days a week. Visa transfers considered.