Account Executive, Life & Annuity Insurance

Overjet; United States; Hybrid; USD 140,000 - 250,000; Full time

Benefits offered by this job

Hybrid workplace

401k plan with matching

Medical, Dental and Vision coverage

Life Insurance

Paid Parental Leave

Learning & Development stipend

Job summary

Overjet, a world-leader in dental AI, is hiring its first dedicated Account Executive for the life insurance market. You will build the sales motion from scratch, close multi-stakeholder deals, and shape how we sell into life carriers.

You’ll work directly with our VP of Customer Success, Head of Product, and CEO to define ICP, messaging, and a repeatable go-to-market strategy, turning early traction into scalable growth. This role thrives in ambiguity and high-impact ownership.

Qualifications

• 6+ years of enterprise SaaS sales experience selling into the life insurance industry and existing relationships with life carrier stakeholders across claims, customer service, underwriting, actuarial, and distribution.
• Proven ability to close 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.
• Ability to build a sales motion from scratch, including messaging, playbook, pipeline, without an established process; prior early-stage or startup sales experience preferred.
• Comfort with long sales cycles (6–9 months) while delivering near-term pipeline goals.

Responsibilities

• Own the full sales cycle end-to-end from prospecting, discovery, demo, negotiation, and close with no existing inbound motion.
• Validate and prioritize a 100-carrier target list into a working account plan in the first 30 days; build a pipeline of $1M+ across at least 10 prospects by end of Q4.
• Build the initial GTM playbook: ICP, buyer personas, messaging, objection handling, and discovery framework.
• Establish and own the customer expansion approach – drive adoption, retention, and growth within accounts across adjacent teams.
• Navigate complex, multi-stakeholder buying committees and build credibility with technical and regulatory stakeholders.
• Partner with the insurance team to scope POCs, run high-signal demos, and translate feedback into product priorities.
• Collect customer and market feedback to inform the product roadmap, pricing, packaging, and GTM strategy.
• Help select and set up the early sales stack and reporting cadence for this business line.

Skills

Enterprise SaaS sales

Life insurance industry

Multi-stakeholder deals

Startup / early-stage sales

Strategic outbound sales

Job description

Lead the Future of Dentistry.

Overjet is the world-leader in dental AI. Already, thousands of dental providers and insurers rely on our platform to deliver the best possible care. Now, we’re looking for talented people to fulfill our mission: improve oral health for all.

Overjet is where builders become leaders. Everyone here loves to make new things: new products, new partnerships, new content, and a new category of AI technology. And as Overjet grows ridiculously fast, so will you.

Simply put, there’s no better place to accelerate your career. Come join us!

The Role

We're hiring Overjet's first dedicated Account Executive for the life insurance market. This is a founding AE role. You will be the first AE hire for this team. You won't inherit a sales playbook; you'll build one, while closing deals at the same time. You'll work directly with our VP of Customer Success, Head of Product, and CEO to shape how we sell into life carriers, define our ideal customer profile, and turn early traction into a repeatable motion.

The buyers are chief actuaries, heads of product, chief claim officers, and P&L owners at the nation’s largest carriers. They’re technical, they’re skeptical, and credibility comes from understanding their work and proving the platform’s value through a multi-stakeholder process, not from a pitch deck. This role is for someone who thrives in ambiguity, can navigate multi-stakeholder deals, and is energized by shaping a sales motion that’s still evolving

Responsibilities

• 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

Qualifications

• 6+ years of enterprise SaaS sales experience selling specifically into the life insurance industry — you have a proven, self-sourced book of business and existing relationships with life carrier stakeholders across claims, customer service, underwriting, actuarial, and distribution
• 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.

Why Overjet?

• 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

Our Hybrid Workplace

We have a unique hybrid workplace at Overjet — which combines the teamwork of meeting in person, with the flexibility of working from anywhere.

Many of our positions are based in San Mateo, New York City, Boston, and Salt Lake City. The Jetters who live in these “geo-hubs” come to the office on Tuesdays and Wednesdays, while having the option to work from home the rest of the week.

Our People Team is happy to answer any questions about what hybrid work means for your specific role!

Overjet's Values

• Excellence: Aim Higher
• Velocity: Quickly Deliver Results
• Ownership: Go the Extra Mile
• Win-win: Care Deeply

Company Recognition

• Included on Best Places to Work by BuiltIn lists in 2026: #3 overall in the US, #1 in NYC, #1 in San Francisco, and #2 in Boston
• #4 on FastCompanys's Most Innovative Companies list in Healthcare for 2026
• Named one of the TIME Best Inventions of 2024
• Recognized in Newsweek’s Most Loved Workplaces in America 2024
• Won the Dental Health category at Digital Health Awards 2024 and 2024 Best Places to Work by Built In
• Recognized as one of the Top Startups of 2023 by LinkedIn
• Included on the definitive 2022 Forbes AI 50

EEOC

Overjet is an equal opportunity employer. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We believe diversity enriches our team so we hire people with a wide range of identities, backgrounds, and experiences. Even if you don't meet 100% of the qualifications for this job, we strongly encourage you to apply!

If you are a Colorado resident: Please contact us by emailing [e-mail] to receive compensation and benefits information for this role. Please include the job title in the subject line of the email.