Senior Director, New Verticals Sales (Insurance)

About the Company

Flex is a growth-stage FinTech company creating the best rent payment experience. Our mission is to empower renters with flexibility over their most significant recurring expenses by enabling them to pay rent on a schedule that fits their budget.

Responsibilities

• Build Flex’s go-to-market strategy for the auto insurance vertical
• Lead end-to-end enterprise sales development from prospecting to contract execution
• Serve as a trusted advisor to C-level decision-makers at carriers and agencies
• Close complex, multi-stakeholder deals and structure partnership economics
• Shepherd partnerships from signed agreement through technical deployment
• Translate partner feedback into actionable input for Product, Marketing, and Pricing
• Build the auto insurance sales playbook and scalable acquisition processes
• Leverage AI-assisted sales tools to drive pipeline efficiency

Requirements

• 10+ years of experience in enterprise sales, business development, or strategic partnerships
• Meaningful experience selling into or partnering with auto insurance carriers and independent agencies
• Deep knowledge of the auto insurance market and premium payment structures
• Proven track record of closing complex, first-of-kind enterprise deals
• Strong executive presence and ability to influence C-suite stakeholders
• Strong financial and legal acumen for negotiating partnership economics
• High agency and comfort working in ambiguous, zero-to-one environments
• Proven ability to lead cross-functionally with Product, Engineering, and Marketing
• Fluency with AI-assisted sales tools

Benefits

• Competitive medical, dental, and vision
• Company equity
• 401(k) plan with company match
• Unlimited paid time off + 13 company paid holidays
• Parental leave
• Free Flex subscription