Senior Director, New Verticals Sales (Insurance)

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Accountabilities:

• Define and execute the go-to-market strategy for the auto insurance vertical, identifying high-value carrier, agency, and insurtech segments and building a scalable pipeline.
• Lead end-to-end enterprise sales cycles, including prospecting, executive engagement, deal structuring, negotiation, and contract execution through to go-live.
• Build and maintain trusted relationships with C-level and senior decision-makers at insurance carriers and agencies.
• Structure complex partnership agreements, including financial models, pricing, and commercial terms aligned with both partner and business objectives.
• Guide partnerships through implementation and launch, collaborating closely with Product and Engineering to ensure successful execution and early performance tracking.
• Translate market feedback, partner insights, and competitive dynamics into actionable recommendations for Product, Marketing, and Pricing teams.
• Develop and document a repeatable sales playbook for the insurance vertical to support scalable growth and future team expansion.
• Collaborate cross-functionally to align internal stakeholders around partner needs and strategic priorities.
• Leverage modern AI-enabled sales tools to improve pipeline efficiency, targeting, and deal acceleration.

Requirements:

• 10+ years of experience in enterprise sales, business development, or strategic partnerships, ideally within insurance, fintech, or embedded financial products.
• Strong understanding of the auto insurance ecosystem, including carriers, independent agencies, premium structures, and installment/payment models.
• Proven track record of closing complex, high-value enterprise deals in new or emerging markets with multiple stakeholders.
• Experience engaging and influencing senior executives and C-suite decision-makers in large organizations.
• Strong financial acumen with the ability to build, evaluate, and negotiate sophisticated deal structures and commercial models.
• Ability to operate independently in ambiguous, zero-to-one environments and define go-to-market strategy from the ground up.
• Proven cross-functional leadership experience working with Product, Engineering, and Marketing teams to drive deal success.
• Strong communication and storytelling skills with the ability to articulate value propositions clearly at executive level.
• Familiarity with AI-powered sales tools and data-driven pipeline management approaches.
• Strong negotiation, problem-solving, and stakeholder management skills in complex enterprise environments.

Benefits:

• Competitive compensation with performance-based OTE aligned to senior leadership level ($270,000–$375,000 depending on role scope and experience).
• Equity participation in a high-growth fintech company.
• Fully remote work flexibility across the United States.
• Comprehensive medical, dental, and vision insurance coverage.
• Unlimited paid time off plus company-paid holidays.
• Parental leave and family support benefits.
• 401(k) retirement plan with company matching contribution.
• Professional development support and access to learning opportunities.
• Strong autonomy and ownership over strategy, execution, and market development.
• Inclusive, high-performance culture focused on innovation and category creation.

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How Jobgether works:

We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team.

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