Director, Sales Solutions Engineering

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 This role is the tip of the spear for Flex's largest, most complex, and most strategically important deals. As we expand into new verticals and new enterprise relationships, we need a technical sales leader who can do more than present a demo. You'll own the solution layer of the sales process end-to-end: translating complex customer environments into winning proposals, building conviction with technical and executive stakeholders alike, ensuring that what we promise is something we can actually deliver, and working with Product & Engineering teams to ensure customer needs are a key input to internal roadmaps. This is the founding hire for Flex's New Verticals Solution Engineering function. You'll start as a hands-on, high-impact operator with Director-level scope, and you'll build the foundation the function scales on: the playbooks, the demo environments, the discovery frameworks, and the hiring plan. As new vertical pipeline matures, you will recruit, hire, and lead a team of Solution Engineers, with a defined path to formal people leadership of the SE organization. We are looking for someone who wants to earn that mandate by winning deals first, then scale themselves through a team. What You'll Do Own the technical sale on our largest, most complex deals: Lead solution engineering activity for Flex's highest-priority opportunities in new verticals, from discovery and scoping through proof-of-concept, technical validation, and close. Build trust with technical and executive buyers: Engage executive stakeholders at prospective partners. Translate Flex's capabilities into business outcomes that resonate at the board level and in the weeds equally. Architect solutions that win and scale: Deeply understand each prospect's technology, data environment, and operational requirements. Design integration and deployment approaches that are commercially compelling and technically sound, working shoulder-to-shoulder with Flex Engineering to validate feasibility before we commit. Drive proof-of-concept and pilot execution: Lead structured POCs and pilots that de-risk the decision for the customer and accelerate time-to-close. Define success criteria, coordinate Product and Engineering resources, manage execution, and turn results into…