Director of Sales [32789]

About us

The company is an insurance-focused technology company delivering AI and data-driven solutions across risk, claims, incidents, and loss prevention. With proven customer results—including reducing client losses by ~49%—the company is entering a strong growth phase, expanding from restaurants into hotels, hospitality groups, retailers, and insurance-backed enterprises.

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The company has ~20 employees, has been operating for ~10 years, and is now scaling enterprise revenue rapidly. Clients include Marriott International (200+ hotels) and large East Coast insurance groups.

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Role Overview

The company is hiring a Director of Sales to drive enterprise revenue growth. This is a hands-on closing role, ideal for a senior seller who has experience selling into insurance carriers, MGAs, or MGUs and thrives in a lean, growth-stage environment.

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The title is flexible and may evolve into a Chief Revenue Officer role over time.

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Key Responsibilities

• Own and close enterprise sales with:
• Insurance carriers
• MGAs / MGUs
• Insurance-adjacent enterprise buyers
• Lead deals end-to-end, from prospecting to close
• Communicate product value using insurance-specific language (risk, claims, incidents, general liability)
• Build and manage a pipeline capable of generating $3M+ in annual revenue
• Work closely with leadership on go-to-market strategy
• Help shape future sales processes as the company scales

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Required Experience

• Proven experience selling into insurance companies
• Carriers, MGAs, MGUs, or similar buyers
• Strong track record of closing large, complex enterprise deals
• Familiarity with insurance sales cycles and buyer personas
• Comfortable working independently in a small, fast-moving company
• Experience selling technology, data-driven, or analytics-based products

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Candidates do not need to have worked at an insurance company, but must have sold into insurance buyers.

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Preferred Experience

• Background in risk, claims, incident management, or loss-related products
• Exposure to AI, data science, or analytics (non-technical)
• Experience at early-stage or growth-stage technology companies

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Compensation & Equity

• Base Salary: ~$150,000
• OTE: ~$350,000–$400,000+
• Equity: ~0.25%–1% (performance-based)
• Commission-heavy structure preferred to reward closers

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Location

• Remote