Job Details

About the Opportunity

Insurance is a $1.3 trillion industry running on manual labor. Brokerages still review policies by hand, rekey data across systems, and burn thousands of hours on work that software should have replaced years ago. That inefficiency costs the industry over $130B a year.

Coverflow is the AI platform fixing it. We automate the workflows brokerages have been doing manually for decades, and we're growing fast. Over $5B in premium processed, 15x revenue growth since launch, and backed by AIX Ventures, Founder Collective, and Afore Capital. The biggest regional and national agencies in the country already rely on us every week.

We're just getting started.

The Role

We're hiring an Enterprise Account Executive, a pure hunter to close the largest brokerages in the US.

You'll travel consistently, working to get face-to-face time with executives at agencies like Marsh, Aon, Gallagher, and HUB. You find the opportunities, you build the relationships, you close the deals. Six-figure plus contracts with the agencies that move the industry forward.

You'll own the entire sales cycle from cold outreach to signed contract. You'll help evolve our enterprise playbook, work directly with leaders and product, and have a voice in how we go to market. Our platform saves thousands of hours for real teams at real companies. You'll walk into meetings with a product that sells because it actually works.

Who You Are

4+ years closing B2B software into enterprise accounts. Consistent quota attainment, not one lucky year. You've sold $50K+ ACV deals through long, consultative cycles and you know how to navigate procurement, legal, and multi-stakeholder buying committees. You're comfortable on the road and thrive with in-person selling, whether that's on-sites, conferences, or dinners with prospects. You learn fast, communicate with precision, and operate well when there's gaps in a playbook. Insurance or fintech background is a plus. Early-stage experience is a bonus.

Compensation & Benefits

• $350K+ OTE, uncapped commission. Top performers will blow past this.
• Full medical, dental, vision, 401(k)
• Travel expenses covered
• Transportation stipend, team lunches, regular off-sites
• Based in San Francisco when not on the road
• Must be authorized to work in the U.S.

Why This Role

You'd be joining a team with explosive growth, a product customers genuinely love, and a market that's massive and wide open. Direct access to leadership and a real shot at building something big. If you've been waiting for the right early-stage bet, this is it.