Senior Director, New Verticals Sales – Insurance

🕒 May 23

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Logo of Flex

Flex

201 - 500 employees

Founded 2019

💳 Fintech

🏠 Real Estate

👥 B2C

Fintech • Real Estate • B2C

Flex is a financial technology company that enables renters to split and schedule rent payments, pay move-in costs over time, and build credit through on-time rent reporting. It offers consumer-facing payment products (rent split, pay-over-time, and move-in loans) and partners with property owners and property-management systems to help properties collect on-time rent and retain residents. Flex operates via bank partnerships and regulated lending/servicing subsidiaries to provide loans and payment processing while emphasizing security and regulatory compliance.

📋 Description

• Build Flex’s go-to-market strategy for the auto insurance vertical • Lead enterprise sales development end-to-end, from prospecting and executive relationship-building through term sheet negotiation, contract execution, and go-live • Serve as a credible, trusted advisor to C-level and senior decision-makers at target organizations • Close deals by owning complex, multi-stakeholder deal negotiations • Shepherd each partnership from signed agreement through technical deployment and go-live • Translate partner feedback and competitive dynamics in the auto insurance market into actionable input for Product, Marketing, and Pricing • Build the auto insurance sales playbook • Leverage AI-assisted sales tools to drive pipeline efficiency

🎯 Requirements

• 10+ years of experience in enterprise sales, business development, or strategic partnerships • Deep knowledge of the auto insurance market • A track record of closing complex, first-of-kind enterprise deals in new markets • Executive presence and influence • Strong financial and legal acumen • High agency and comfort with ambiguity • Proven cross-functional leadership • 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

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