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Salary: USD 231,000 - 340,000 / annual
Flex is a growth-stage fintech company headquartered in NYC that is transforming how renters pay rent by enabling flexible payment schedules throughout the month. The company is now expanding into auto loans, a massive and underserved market where millions of Americans face rigid payment structures on one of their largest financial commitments.
As Director of New Vertical Sales (Auto Loans), you will own the complete go-to-market strategy and commercial execution for Flex's entry into the auto loan market. This is a zero-to-one charter reporting to the VP of Strategic Partnerships. You will identify high-value partnership opportunities across the auto finance ecosystem, build relationships at the executive level, and drive deals from initial conversation through signed agreement and go-live.
Key responsibilities include:
- Defining and executing Flex's go-to-market strategy for auto loans, identifying the highest-value partner segments
- Leading full-cycle enterprise sales: prospecting, executive relationship-building, term sheet negotiation, contract execution, and go-live support
- Serving as a trusted advisor to C-level executives at target organizations, articulating how Flex creates value for their borrowers and business
- Closing complex, multi-stakeholder deals with sophisticated partnership economics while navigating legal, compliance, and procurement processes
- Shepherding partnerships from signature through technical deployment, working closely with Product and Engineering
- Translating partner feedback and market dynamics into actionable product and positioning input
- Building and refining the auto loan sales playbook to establish scalable, repeatable partner acquisition processes
- Leveraging AI-assisted sales tools to drive pipeline efficiency, personalize outreach, and accelerate deal progression
This role is for an individual contributor who thrives in ambiguity, sets the agenda independently, and has market credibility and executive presence in the auto finance space. Success is measured by a scaled partner acquisition motion, a growing book of live lender partnerships, and clear strategic direction for Flex's auto lending expansion.
REQUIREMENTS:
- 10+ years of experience in enterprise sales, business development, or strategic partnerships with meaningful experience selling into or partnering with OEMs, dealership groups, auto lenders, auto insurtechs, or adjacent automotive platforms
- Track record of closing complex, first-of-kind deals in new markets, ideally involving embedded financial products, consumer payments, or BNPL programs in high-ACV, multi-stakeholder environments
- Deep knowledge of the auto ecosystem: understanding dynamics between OEMs, dealers, lenders, and consumers, and how payment flexibility fits into the purchase and ownership lifecycle
- Executive presence and influence; demonstrated ability to operate confidently at C-suite level, build trust with senior decision-makers, and navigate complex organizations
- Financial and legal acumen to build and defend deal models, structure partnership economics, and negotiate agreements with commercial rigor and pragmatic deal-making
- High agency and comfort with ambiguity; energized by building in undefined spaces, takes initiative without waiting for direction, brings clarity and momentum to evolving situations
- Strong cross-functional collaboration skills; proven ability to align Product, Engineering, and Marketing around partner priorities and accelerate deal outcomes
