Account Executive
Hirepluto
Location: New York City (Flatiron)
Work model: Onsite, 5 days/week in office
Industry: Commercial Insurance / Insurtech (Tech-enabled brokerage)
Compensation: Base salary $120,000–$150,000 + commission (50/50 split; target OTE approximately 2x base). Final compensation varies by experience.
About the Company
Our partner is a tech-enabled commercial insurance brokerage modernizing how businesses evaluate risk and purchase coverage. They combine insurance expertise with a software-driven operating model to deliver a faster, clearer client experience. The leadership team brings a highly professional, high-accountability approach—direct feedback, strong ownership, and a culture that rewards performance and internal growth.
The Opportunity
Our partner is hiring 2–3 Account Executives to join their NYC team in the next month. This is a high-ownership closing role in a scaling go-to-market organization, with the chance to help define best practices as the team grows.
The role is focused primarily on inbound pipeline (~95%) generated by a dedicated BDR team and vertical-focused Growth Leads. You’ll run a commercial-volume book of business while navigating the enterprise-style complexity of multi-stakeholder decisions, often engaging directly with founders and executive teams. You’ll also partner closely with a Risk Advisor (insurance specialist) who supports the technical/insurance side of the deal—similar to a sales engineer.
Responsibilities
- Own the full sales cycle from discovery through close for inbound and partner-sourced opportunities
- Lead structured discovery to understand client needs, stakeholders, decision criteria, and timeline
- Multi-thread effectively across decision makers, including founders and executive leadership
- Collaborate with Risk Advisors (insurance specialists) to shape solutions, risk analysis, and proposals
- Maintain strong pipeline management, follow-up discipline, and forecast accuracy
- Handle objections with confidence and professionalism, adapting in real time during live conversations
- Contribute to refining sales messaging, process, and playbooks as the team scales
- Optionally pursue outbound opportunities (additional commission may apply)
- Participate in occasional in-person relationship-building activities when relevant (e.g., client dinners), based on experience and comfort
Requirements
- 3–8 years of quota-carrying closing experience (end-to-end sales process: discovery → close)
- Proven ability to sell a complex B2B product with multiple stakeholders involved in the decision
- Polished, concise communication and strong executive presence; comfortable working with business owners and senior leaders
- Strong objection-handling and ability to keep momentum with high energy and professionalism
- Experience in SaaS, fintech, data, or other complex product sales environments (insurance experience is not required)
- Bonus: experience selling a lesser-known product where you had to create conviction without a major brand tailwind
- Ability to work onsite in NYC five days per week
- Must be authorized to work in the U.S. (no visa sponsorship available); relocation is welcome but not covered