Full-time · On-site
Enterprise Account Executive
This is a high-stakes sales role for a profitable, AI-native startup that has already demonstrated massive market fit within the insurance industry. Candidates will manage massive deal sizes and enjoy significant autonomy in shaping the sales playbook. It is a perfect blend of early-stage equity upside and the stability of a revenue-positive business.
Kyber · New York, New York, United States · Posted 19 April 2026
The role
Overview
This is a high-stakes sales role for a profitable, AI-native startup that has already demonstrated massive market fit within the insurance industry. Candidates will manage massive deal sizes and enjoy significant autonomy in shaping the sales playbook. It is a perfect blend of early-stage equity upside and the stability of a revenue-positive business.
What they need
Requirements & Skills
Key Responsibilities
- Own the end-to-end sales cycle from lead generation to closing
- Develop and execute creative outbound strategies including 'guerilla' marketing and in-person visits
- Build and maintain relationships with C-level decision makers in the insurance space
- Collaborate with the GTM team to refine messaging and forecast pipeline health
- Represent the brand at major industry events and conferences
Essential
- Minimum of 3 years of professional experience
- Proven track record in managing full-cycle enterprise sales processes
- Ability to navigate complex, multi-threaded stakeholder environments
- Experience with outbound prospecting including cold calling and LinkedIn outreach
- US Citizen or valid US work visa holder
- Willingness to travel for in-person meetings and industry conferences
Preferred
- Experience in the insurance or regulatory technology sector
- Familiarity with AI-native sales tools and SDR automation
- Background in high-growth, venture-backed startup environments
- Experience closing six and seven-figure multi-year contracts
Key Skills
Enterprise Sales StrategyOutbound ProspectingHubSpot CRMBusiness Case DevelopmentContract NegotiationStakeholder ManagementPublic Speaking and PresentationsAI-SDR Tooling (e.g., 11x)Strategic Account Planning
Networking
People to Know
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Perks
Benefits & perks
- Competitive base salary and commission structure
- Significant equity ownership (0.05% - 0.25%)
- Direct access to founders and YC network
- Opportunity to work in a profitable, high-growth startup
- Strategic involvement in GTM and product feedback loops
Next step
Apply now
Found via www.ycombinator.com