Enterprise Account Executive — AI for Insurance

Why Join

This is a rare opportunity to join a fast‑growing AI company transforming how insurance carriers operate. The team builds domain‑specific AI that automates complex workflows like submission intake, policy comparisons, and underwriting audits — helping enterprise insurers make better decisions at scale.

Why top AEs are excited about this role:

• Explosive growth — ARR grew from :$100K $2M in one year, targeting $12M ARR next year
• Elite backing — funded by top‑tier investors (including leading AI and enterprise SaaS funds)
• Massive market pull — inbound demand is high, and the team can't triage opportunities fast enough
• Land‑and‑expand motion — initial deals start at $80–100K and expand rapidly into multi‑six‑figure accounts
• Founder‑led sales — work directly with the CEO and shape the GTM engine
• Category leadership — trusted by insurers, reinsurers, MGAs, and brokers across the U.S.
  
  
  

If you want to sell a product with real traction in a massive, underserved industry — this is it.

About The Role

We're hiring Enterprise Account Executives with strong insurance acumen and full‑cycle closing experience. You'll manage high‑value deals, build deep relationships across the insurance ecosystem, and help define the enterprise sales motion.

This is an in‑office role in San Francisco (required) or NYC (preferred).

What You'll Do

• Own the full sales cycle: discovery demo proposal negotiation close
• Partner with SDRs and marketing to develop and nurture qualified leads
• Prospect actively while ramping — outbound is a core part of the role
• Build relationships through conferences, industry events, and monthly executive dinners
• Understand insurance workflows and map them to AI‑powered solutions
• Maintain accurate pipeline and forecasting in HubSpot
• Provide market feedback to influence product, pricing, and messaging
• Help shape the foundation of the enterprise sales process as the team scales
  
  
  

What Success Looks Like

• New ARR generation — consistently meet/exceed quota through new logo acquisition
• Pipeline health — maintain 3–4× quota coverage with balanced sourcing
• Shorter sales cycles — improve stage‑to‑stage conversion and forecasting accuracy
• Expansion — identify upsell opportunities within the first year of each account
• Market intelligence — deliver insights that influence GTM and product strategy
  
  
  

Experience

Who You Are

• 3–5 years of full‑cycle closing experience in tech (Seed–Series C preferred)
• Strong insurance acumen — must have sold into carriers, MGAs, brokers, or reinsurers
• Experience with $100K ACV deals and $1M quotas
• Background in InsurTech or vertical AI selling into regulated/complex buyers is a plus
• Consistent promotions and stable tenure (no short stints)
  
  
  

Skills

• Strong communicator with high EQ
• Comfortable with ambiguity and building processes from scratch
• Proficient with HubSpot, Apollo, and modern sales tooling
• Ability to travel 30–40% during peak conference seasons
  
  
  

Mindset

• High‑agency operator who thrives in early‑stage environments
• Comfortable juggling ramping, prospecting, and active deals simultaneously
• Not looking for a typical 9‑to‑5 — this is a fast‑moving startup
  
  
  

Compensation & Logistics

• Base: Competitive
• OTE: 50/50 split
• Equity: Competitive, based on candidate
• Location: SF (required) or NYC (preferred) — 5 days/week in office
• Travel: Up to 30–40% during busy seasons
• Visa: Sponsorship available case‑by‑case