Senior Director, New Verticals Sales

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 We are seeking an entrepreneurial and highly accomplished Senior Director, New Verticals Sales 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 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.

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.