We are looking for a Mid-Market Account Executive with 2-5 years of closing experience to own the full sales cycle at an early-stage, venture-backed AI startup transforming the insurance industry. You will join a high-velocity founding sales team selling into the SMB to mid-market segment, with deal sizes ranging from $50K-$150K.
What you will be doing:
Own the end-to-end sales cycle from prospecting and discovery through demo, negotiation, and close.
Run product demos of the company's AI platform to prospective customers.
Consistently hit or exceed quota targets in a 1-2 month sales cycle.
Partner with SDRs to build pipeline and strategize prospecting efforts.
Capture customer feedback and translate insights to shape product and go-to-market strategy.
About the company:
This early-stage AI company builds tools for the insurance industry, helping teams organize documents, surface critical policy and claims details, and automate slow parts of existing workflows. The team is small and product-focused, with a strong engineering core and recent seed funding.
This is a full-time, on-site role (5 days in office) in San Francisco, CA. Not open to visa sponsorship (US citizens and Green Card holders only).
Compensation: $110K-$160K base, OTE $220K-$320K, 50/50 base/variable split, plus competitive equity.
- 2-5 years of experience closing B2B tech/SaaS deals, ideally $50-150K ACV
- Either (a) former top SDR with 1.5-2 years as an AE, or (b) mid-career AE with 4-5 years of closing experience, both closing at a B2B software/tech company
- Demonstrated quota attainment at companies with strong sales programs: must show strong performance against quota in the last 1-3 years with clear numbers
- Experience selling into insurance, logistics, or adjacent verticals
- Experience running live product demos to prospects as part of the sales process
- Full-cycle sales experience: prospecting through close, not just one part of the funnel
- Competitive equity
- OTE $220K-$320K with 50/50 base/variable split