Founding Enterprise Sales Executive | Insurtech

Questpro; Brewster Heights (NY); Remote; USD 120,000 - 180,000; Full time

Job summary

QuestPro Consultants LLC is seeking an Enterprise Sales Executive to drive new-logo growth in the insurance and claims technology space. The role is remote within the U.S., with a Southeast preference, and targets TPAs, self-insured entities, and public-sector risk pools.

Ideal candidates have 5+ years selling enterprise software or SaaS, a proven ability to generate pipeline, and experience navigating complex buying groups and long-buying cycles.

Qualifications

• 5+ years of enterprise software or SaaS sales experience.
• Proven track record of self-generated pipeline and new-business wins.
• Experience selling technology solutions to TPAs, self-insured entities, and public-sector risk pools.

Responsibilities

• Build and manage your own pipeline through targeted prospecting and industry relationships.
• Engage senior leaders across claims, operations, risk management, IT, and finance.
• Lead complex enterprise sales cycles from discovery through negotiation and close.
• Develop new-logo business and influence go-to-market strategy.
• Collaborate with executive leadership to shape sales strategy and market development.

Skills

Enterprise software sales

SaaS sales

Pipeline development

Stakeholder management

Negotiation

Tools

Salesforce

Job description

NOW HIRING | Enterprise Sales Executive – Insurance & Claims Technology

Remote – U.S. | Southeast Preferred

Have you sold enterprise technology to TPAs, self-insured organizations, or public-sector risk pools? Let’s talk. QuestPro Consultants is conducting a search for an experienced Enterprise Sales Executive to drive new-logo growth for an established technology provider serving the insurance and risk management industries. The company’s solutions span end-to-end claims management, certificate of insurance compliance, and complex construction defect litigation claims — addressing mission‑critical operational needs across the insurance and risk management ecosystem. We’re looking for a proven enterprise technology hunter who understands complex software sales, knows the industry, and has experience selling to organizations that manage claims and risk.

Who You’ll Sell To

• Primary Markets: Third‑party administrators (TPAs) and self‑insured organizations.
• Secondary Markets: Public entities, including counties, municipalities, and risk pools.
• Additional Opportunities: Regional insurance carriers and MGAs, particularly those evaluating replacements for legacy or homegrown claims systems.

The ideal candidate brings both a track record of closing enterprise software or technology deals and established relationships within one or more of these target markets.

What You’ll Do

• Build and manage your own pipeline through targeted prospecting and industry relationships.
• Engage senior leaders across claims, operations, risk management, IT, and finance.
• Lead complex enterprise sales cycles from discovery and technical evaluation through negotiation and close.
• Develop new‑logo business and help shape the go‑to‑market strategy for an established technology platform.
• Work directly with executive leadership, with meaningful influence over sales strategy and market development.

What You Bring

• 5+ years of successful enterprise software or SaaS sales experience.
• A proven track record of self‑generated pipeline and new‑business wins.
• Experience selling technology solutions into one or more of the target markets above.
• Confidence navigating complex buying groups, technical evaluations, and extended sales cycles.
• An entrepreneurial, consultative approach and the ability to turn industry relationships into revenue.

WHY CONSIDER IT?

An opportunity to help scale an established technology business, influence its enterprise sales strategy, and earn uncapped commissions with significant upside.

#EnterpriseSales #InsuranceTechnology #ClaimsManagement #InsurTech #EnterpriseSoftware #RiskManagement