Location: New York, NY

Work Model: In-office (5 days per week, Flatiron)

Industry: Insurance / Tech-Enabled Brokerage

Compensation: $120K-$150K base, 2x OTE (50/50 split)

About the Company

Our partner is a tech-enabled modern insurance brokerage that has raised $43M in Series B funding from top-tier investors, grown more than 10x in the past year, and is cash-flow positive. The leadership team comes from a consulting background, and the culture is professional, high-accountability, and ownership-driven, with strong recognition and real internal growth. Most of the leaders here started as individual contributors building from zero to one.

The Opportunity

As an Account Executive, you will handle a commercial volume of deals that carry enterprise-level complexity, multi-threading with founders and C-suite stakeholders. Roughly 95% of your leads are inbound, generated by the BDR team and growth leads, and you will close alongside risk advisors who serve as insurance experts and sales engineers. Outbound is optional and additionally compensated.

Average deal size runs $30K-$65K with a sales cycle of about three months and an annual quota around $1.5M. There is a clear path from Growth Associate to Growth Lead and into sales leadership over time.

Responsibilities

• Close a high volume of inbound deals with enterprise-level complexity
• Multi-thread with founders, C-suite, and multiple stakeholders
• Partner with risk advisors and growth leads throughout the sales cycle
• Manage roughly $1.5M in annual quota with ~3-month sales cycles
• Optionally self-source outbound for additional compensation

Requirements

• 3-8 years of closing sales experience
• Polished, concise communication and strong soft skills, including handling objections with high energy
• Experience selling a complex product with multiple stakeholders (SaaS, data, or similar)
• Buttoned-up, professional presence suited to relationship-driven sales
• Bonus: experience selling a less-established, B-tier product that required grinding to win