Founding Enterprise Account Executive

Location: Remote (U.S.); preference for San Francisco Bay Area
Work Model: Remote with frequent travel for in-person meetings and conferences
Industry: Financial technology / Insurance software
Compensation: $100,000–$150,000 base salary; $300,000–$350,000 OTE

About the Company

Our partner is a fast-growing Series A SaaS company transforming how insurance organizations manage financial and commission operations. Their platform replaces outdated manual processes with intelligent automation, helping brokerages and carriers streamline complex payment workflows. The company has raised over $12 million from leading investors and is already generating millions in annual recurring revenue , growing rapidly over the past 18 months.

With a strong product-market fit and a traditional industry ripe for modernization, they’re expanding their go-to-market team to fuel the next stage of growth.

The Opportunity

The team is hiring a Founding Account Executive to own full-cycle sales and help build the foundation of the company’s revenue engine. This is an opportunity to join a proven startup at an inflection point — working directly with the leadership team to close new business and shape the go-to-market playbook.

You’ll manage the entire sales process from prospecting through close, focusing on mid-market and enterprise insurance clients. Success in this role requires an entrepreneurial, relationship-driven seller who thrives on autonomy, builds trust quickly, and enjoys working in a high-impact, fast-moving environment.

Responsibilities

• Own the full sales cycle — from prospecting to closing six- and seven-figure deals
• Develop and execute go-to-market strategies across a defined list of 200 target accounts
• Build and nurture strong relationships through in-person meetings, conferences, and events
• Partner with marketing and customer success to drive consistent pipeline growth
• Represent the company at industry events and identify partnership opportunities
• Provide customer insights to help shape product direction and positioning

Requirements

• 5–10 years of B2B SaaS sales experience, ideally with enterprise or upper mid-market clients
• Proven success in two or more startup environments with consistent quota attainment
• Strong “hunter” mentality with the ability to self-source leads and close business independently
• Excellent relationship-building and in-person selling skills
• Experience selling into insurance, financial services, or other traditional industries preferred
• High degree of autonomy, work ethic, and comfort operating in a fast-paced environment