Director, New Verticals Sales (Auto Loans)

Flex•San Francisco, NY

10h•Remote

About The Position

Flex is a growth-stage, NYC headquartered FinTech company that is creating the best rent payment experience. It’s hard to believe that it’s 2026 and paying rent on time is expensive, inflexible, and difficult. We’re here to change that! Flex enables our users to pay rent throughout the month on a schedule that better fits their finances and budget. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense. After deliberately keeping a stealth profile as we built up unprecedented investor support and an enthusiastic user base, we are looking for motivated individuals to help us keep our mission growing. Will you be a part of the team? About the Role Flex is on a mission to give consumers control over their most significant recurring expenses — and auto loans represent one of the largest, most underserved opportunities to do exactly that. Auto loan payments are a defining financial commitment for millions of Americans, yet the flexibility and control consumers expect from modern financial products has largely passed this category by. As the Director or Senior Director, New Vertical Sales (Auto Loans), you will own Flex's go-to-market strategy and commercial execution for the auto loan vertical, building the enterprise partnerships that establish Flex as the embedded payment flexibility layer for captive and non-captive lenders, credit unions, and alternative finance companies. Reporting to the VP of Strategic Partnerships (New Verticals), you will define the approach, build the pipeline, and close the deals that put this vertical on the map for Flex. This is a true zero-to-one charter — you will identify the right partners across the auto finance ecosystem, develop those relationships at the executive level, and drive deals from initial conversation through signed agreement and go-live. You will work hand-in-hand with Product, Engineering, Marketing, and Finance to shape Flex's offering for the auto loan market and ensure every partnership delivers real, measurable value for Flex's partners and their borrowers. This is a remote role is for an individual contributor who thrives in ambiguity, sets the agenda rather than waiting for one, and has the market credibility and executive presence to open doors and close deals in the auto finance space. Success looks like a scaled, repeatable partner acquisition motion, a growing book of live lender partnerships, a high-performing team behind you, and a clear point of view on where Flex should go next in auto lending.

Requirements

10+ years of experience in enterprise sales, business development, or strategic partnerships, with meaningful experience selling into or partnering with auto lenders, credit unions, or alternative finance companies
Deep knowledge of the auto finance ecosystem — you understand how captive and non-captive lenders, credit unions, and alternative finance companies operate, how loan servicing and payment programs are structured, and where embedded payment flexibility creates value for borrowers and lenders alike
A track record of closing complex, first-of-kind enterprise deals in new or emerging markets, ideally involving embedded financial products, consumer payments, or BNPL in high-ACV, multi-stakeholder environments
Executive presence and influence — you have operated confidently at the C-suite level, building trust with senior decision-makers and navigating complex organizations to drive deals to close
Proven experience leading, developing, and scaling a high-performing enterprise sales team, including setting KPIs, coaching senior ICs, and driving accountability against ambitious targets
Strong financial and legal acumen — you can build and defend deal models, structure partnership economics, and negotiate agreements with commercial rigor and an understanding of consumer lending regulatory considerations
High agency and comfort with ambiguity — you define your own approach in undefined spaces, bring clarity and momentum to evolving situations, and set the agenda rather than waiting for direction
Fluency with AI-assisted sales tools as a core part of your workflow — you use them to sharpen competitive intelligence, personalize outreach at scale, drive more efficient pipeline management, and model best practices for your team

Responsibilities

Build and own Flex's go-to-market strategy for the auto loan vertical — identifying the highest-value partner segments across captive and non-captive lenders, credit unions, and alternative finance companies, and building the pipeline to pursue them at scale
Lead enterprise sales end-to-end, from prospecting and executive relationship-building through term sheet negotiation, contract execution, and go-live, while managing and developing a team of senior ICs
Serve as a credible, trusted advisor to C-level and senior decision-makers at target organizations, deeply understanding their strategic priorities and articulating exactly how Flex creates value for their borrowers and their business
Close complex, multi-stakeholder deals — structuring partnership economics that work for both parties while navigating legal, compliance, and procurement processes with urgency and rigor
Shepherd each partnership from signed agreement through technical deployment and go-live, working closely with Product and Engineering to ensure strong execution and early performance metrics
Translate partner feedback and competitive dynamics in the auto loan market into actionable input for Product, Marketing, and Pricing — continuously sharpening Flex's positioning and offering for the vertical
Build and refine the auto loan sales playbook — documenting learnings, establishing scalable processes, and developing the repeatable partner acquisition motion that enables efficient growth beyond initial market entry
Leverage AI-assisted sales tools to drive pipeline efficiency, inform competitive strategy, personalize outreach at scale, and accelerate deal progression — and set the standard for how the team uses AI to amplify sales impact