Senior Director, New Verticals Sales

Flex
Remote (U.S.)$304k – $380kPosted 24 February 2026

Job Description

<div class="content-intro"><p>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?</p></div><p><strong>About the Role</strong></p> <p>We are seeking an entrepreneurial and highly accomplished <strong>Senior Director, New Verticals Sales</strong> to spearhead Flex’s expansion into nascent, non-discretionary payment categories (e.g., insurance, HOAs, utilities, auto). While Flex is a rapidly scaling business, this pivotal role demands a proven leader who thrives in<strong> </strong>early-stage environments, adept at identifying and cultivating first-of-kind, company-defining enterprise partnerships where solutions are often loosely defined and require innovative approaches.</p> <p>Reporting directly to the VP of Strategic Partnerships (New Verticals), you will leverage a sophisticated blend of strategic business development, strong operational acumen, and a rigorous sales discipline to originate, negotiate, and close high-value, complex partnership deals for Flex’s embedded split pay offering. You will be instrumental in shaping our market entry strategy, collaborating closely with senior leadership and cross-functional teams (Product, Engineering, Marketing, Finance) to refine our GTM approach and ensure successful technical deployment and long-term partnership health. </p> <p><strong>What You'll Do</strong></p> <ul> <li><strong>Pioneer New Markets:</strong> Proactively identify, engage, and secure strategic enterprise partners for Flex’s embedded Buy Now Pay Later (BNPL) offering within uncharted payment verticals, driving first-of-kind deals from inception to successful launch.</li> <li><strong>Strategic Pipeline Opportunity Management:</strong> Develop, prioritize, and rigorously manage a robust pipeline of high-value, complex opportunities with a strong sense of urgency, converting prospects into marquee accounts.</li> <li><strong>Executive Relationship Building:</strong> Act as a trusted strategic advisor to C-level executives (CEOs, CPOs, Heads of Partnership/Strategy) at prospective partner organizations, deeply understanding their strategic priorities and expertly positioning Flex’s transformative solutions.</li> <li><strong>Lead Complex Deal Negotiation:</strong> Negotiate and optimize legal and economic terms within term sheets and partnership agreements.</li> <li><strong>Product GTM Contribution:</strong> Collaborate with Product, Engineering, and Marketing teams to identify and incorporate critical market feedback, influencing product development, pricing strategies, and positioning to enhance our embedded GTM offering and competitive advantage.</li> <li><strong>End-to-End Partnership Launch:</strong> Lead partnerships from signed agreement through technical deployment and successful go-live in partnership with product and technical teams, ensuring seamless execution and maximizing partner value.</li> </ul> <p><strong>Key Qualifications</strong></p> <ul> <li><strong>10+ years of experience</strong>, in strategic partnership and/or enterprise sales within high-growth FinTech environments, with a demonstrated focus on new market entry and zero-to-one product adoption.</li> <li><strong>Proven track record of defining and executing growth strategies and new markets,</strong> consistently sourcing and closing company-defining, first-of-kind opportunities with senior decision-makers for ... (truncated, view full listing at source)
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