Account Executive, Life & Annuity Insurance

Overjet

Account Executive responsible for building sales strategies within life insurance for Overjet's AI solutions. Leading sales cycles and establishing customer connections to drive adoption and growth.

Posted 7/22/2026full-timeRemote • 🇺🇸 United StatesMid-LevelSeniorWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in enterprise SaaS sales within the life insurance industry, with a strong ability to build sales processes from the ground up and navigate complex multi-stakeholder environments. Proven track record in driving customer adoption, retention, and growth while managing long sales cycles and delivering on pipeline goals.

Highest-signal resume keywords

Enterprise SaaS Sales ExperienceLife Insurance Industry KnowledgeSales Process DevelopmentMulti-Stakeholder EngagementRegulatory Compliance Expertise

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Sales Cycle ManagementPipeline DevelopmentAccount PlanningGTM Playbook CreationObjection Handling

Soft Skills

Intellectual CuriosityCommercial InstinctsRelationship Building

Tools & Technologies

Sales Stack SetupReporting Cadence

Industry Keywords

Life InsuranceData GovernanceExecutive Sign-OffCustomer ExpansionRisk Management

About the role

Key responsibilities & impact

Own the full sales cycle end-to-end from prospecting, discovery, demo, negotiation, and close with no existing inbound motion to lean on
Validate and prioritize our existing 100-carrier target list into a working account plan in your first 30 days. Build and manage a pipeline of $1M+ across at least 10 prospects by the end of Q4, converting to signed pilots
Build the initial GTM playbook: ICP, buyer personas, messaging, objection handling, and discovery framework
Establish and own our customer expansion approach – drive adoption, retention, and growth within your accounts across adjacent teams and use cases.
Navigate complex, multi-stakeholder buying committees: underwriting, actuarial, claims, customer service, compliance, and C-suite, and build credibility with technical and regulatory stakeholders, not just procurement
Partner with our insurance team to scope POCs, run high-signal demos, and translate customer feedback into product priorities.
Collect customer and market feedback to inform the product roadmap, pricing, packaging, and go-to-market strategy.
Help select and set up the early sales stack and reporting cadence for this business line, since none exists yet

Requirements

What you’ll need

6+ years of enterprise SaaS sales experience selling specifically into the life insurance industry
Strong commercial instincts with a strong track record of closing complex, end-to-end enterprise deals with senior, multi-stakeholder buying groups
Working fluency in life insurance regulatory and compliance processes, data governance, and executive sign-off are part of how these deals get bought
Demonstrated ability to build a sales motion from scratch, including messaging, playbook, pipeline, without an established process to lean on; prior early-stage or startup sales experience strongly preferred
Comfort operating across long sales cycles (6–9 months is typical in this market) while still delivering against near-term pipeline goals
Intellectually curious, excited by AI, and ready to be a founding team member. Willing to go deep on your buyers' world (ratemaking, reserving, competitive analysis) because that's how you earn trust with technical, skeptical buyers. Drawn to the risk, reward, ownership, and impact of an early-stage product and a new line of business.

Benefits

Comp & perks

Competitive Compensation and Equity
Hybrid workplace that provides flexibility, vibrant in-person workspaces, and the ability to build strong connections across all of Overjet - regardless of location
401k plans with a matching program
Medical, Dental and Vision coverage: 99% employee premium covered, 75% dependent premium covered
Life and AD+D Insurance
8 weeks Paid Parental Leave
Optional HSA with Employer contribution
Flexible Time Off and company paid holidays
Annual Learning and Development Stipend