3-5 years of quota-carrying closing experience in sales
Proven history selling complex products to multiple stakeholders
Ability to close deals with annual value of $50K+
Strong verbal and written communication skills with executive-level buyers
Demonstrated job stability with over a year in previous roles
Experience with non-household-name brands in sales environments
Comfortable in a consultative and relationship-driven sales approach
Responsibilities
Own and manage a pipeline of qualified inbound opportunities from initial meeting to close
Conduct consultative discovery sessions with business owners and executive stakeholders
Build trust and demonstrate clear value to displace incumbent service providers
Self-source approximately 20% of your own sales pipeline through personal initiatives
Maintain accurate records in HubSpot, ensuring pipeline hygiene and forecast accuracy
Collaborate closely with business development, go-to-market, and marketing teams to enhance lead quality
Benefits
Opportunity to join a fast-scaling team with ample growth potential
High earning potential through uncapped commissions
Emphasis on internal promotions, fostering career development
Consultative, relationship-focused sales methodology allowing for deeper client connections
Stable work environment within a traditional industry
Full Job Description
Location: New York, NY
Work Model: In-person (5 days/week)
Industry: Insurance / InsurTech
Compensation: $120K-$150K base, ~$240K-$300K OTE (uncapped) The Opportunity
This is a closing seat on a team that is scaling fast. Roughly 80% of the role is converting qualified inbound generated by dedicated business development, vertical go-to-market and demand generation teams, with the remaining 20% self-directed prospecting. Deals average $35K-$65K and are trending toward larger, more complex enterprise engagements.
The sale is consultative and relationship-driven rather than transactional. You will be asking business owners to move away from brokers they have worked with for ten to fifteen years, which means the work rewards emotional intelligence, patience and genuine credibility far more than volume tactics. This is an evergreen, high-volume hire on a team that promotes from within. Responsibilities
Own a pipeline of qualified inbound opportunities from first meeting through close
Run consultative discovery with business owners and executive stakeholders
Displace incumbent providers by building trust and demonstrating clear value
Self-source roughly 20% of your own pipeline
Maintain accurate pipeline hygiene and forecasting in HubSpot
Partner closely with business development, go-to-market and marketing teams on lead quality and messaging
Requirements
3-5 years of quota-carrying closing experience, minimum
Track record selling a complex product with multiple stakeholders
Comfort closing deals with $50K+ annual contract value
Excellent verbal and written communication; high composure with executive buyers
Demonstrated job stability, with more than one year in prior roles
Experience selling a product that is not a household-name brand
Consultative, relationship-driven sales approach rather than a transactional or purely remote one
Willingness to work onsite in New York five days per week
