Founding Account Executive

What You'll Do

• Sell into large insurance organizations: TPAs and carriers running high-volume, high-stakes claims operations
• Own the full sales cycle, from discovery through pilot design to close
• Run structured pilots that prove clear, hard-dollar ROI within weeks
• Multi-thread complex accounts deeply across claims, ops, procurement, and IT
• Help define where we focus next, shaping the ICP and wedge that gets us to $100M+ ARR
• Turn early wins into a repeatable motion future reps can scale
• Feed the roadmap: bring market signal directly into product and engineering

You

• High ownership, high agency. You don't wait for perfect inputs; you create momentum with what you have
• Proven closer with experience selling $50K–$500K ACV SaaS
• 4+ years in closing roles, ideally with time in early-stage or high-growth environments
• Comfortable operating without structure and building clarity as you go
• Based in NYC (SoHo) and willing to work in-office 5 days/week

Nice to Have

• Early-stage startup experience as an early sales hire
• Exposure to insurance, claims, TPAs, or carrier environments
• Experience selling into operational, financial, or compliance-heavy buyers
• Background running pilots, POVs, or proof-of-value sales motions
• Strong writing or public presence in your space

Compensation

• OTE: $150K–$300K (50/50 base and variable)
• Non-recoverable draw for your first 60–90 days: full OTE-equivalent pay with no quota, so ramping never means a pay cut
• Year-one variable is tied to leading indicators (qualified meetings, pilots launched, multi-threading depth). A full quota structure kicks in after month 12
• Equity: 0.10%–0.30%

Benefits

• Lunch and dinner every workday from local restaurants
• 100% of medical, dental, and vision insurance covered, along with a generous monthly gym stipend
• Quarterly offsites somewhere you actually want to go