Mid-Market Account Executive

About the Role

This is a full-cycle, quota-carrying sales role at an early-stage AI software company serving the insurance industry. You will be one of the first account executives on the ground, owning deals from first outreach through signed contract, with deal sizes in the $50K to $150K range and a 1 to 2 month sales cycle. The company is backed by top-tier venture investors and is building its go-to-market playbook now, which means your fingerprints will be on how the sales motion takes shape.

The ideal candidate has 2 to 5 years of closing experience in B2B tech or SaaS, is comfortable running structured demos, and has at least one role on their resume that lasted two or more years. You thrive in environments where things move fast and the process is still being written, and you bring a consultative, feedback-oriented mindset that helps the product team as much as it helps you close deals.

Key Responsibilities

1. Own the full sales cycle from prospecting and discovery through demo, negotiation, and close
2. Run polished, consultative product demos tailored to each prospect's workflows and pain points
3. Hit or exceed monthly quota targets within a 1 to 2 month sales cycle
4. Partner with SDR teammates to build pipeline and align on prospecting strategy
5. Capture and synthesize customer feedback to inform product direction and go-to-market decisions
6. Help define and refine the sales playbook as one of the founding members of the sales team
7. Manage all deal activity and pipeline data accurately in Salesforce

Required Skills & Experience

• 2 to 5 years of closing experience in B2B tech or SaaS sales with documented quota attainment
• Experience running product demos and managing a structured, repeatable sales process
• At least one role with a tenure of 2 or more years (stable career history required)
• Comfort selling deals in the $50K to $150K ACV range
• Ability to work fully on-site in San Francisco, CA five days per week
• Must be authorized to work in the United States without visa sponsorship

Preferred Skills

• Background at a company with a strong sales training program or at a high-growth tech startup
• Experience selling into insurance, financial services, or other document-heavy regulated industries
• Familiarity with Salesforce and AI or ML-powered software products
• Track record of contributing to early-stage go-to-market strategy beyond just hitting a number