Manage business spending in Africa with Flex Finance. Get real-time visibility, easy expense tracking, and control with web, mobile, and corporate cards.Try now. Backed by 500 Global.
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.
What they're looking for
- 10+ years of experience in pre-sales, solutions engineering, or technical sales, with at least 4 years operating in a senior or lead capacity on complex enterprise deals
- Demonstrated track record closing large, multi-stakeholder, technically complex sales cycles, ideally in FinTech, PropTech, payments, or adjacent SaaS/infrastructure categories
- Exceptional ability to engage and build credibility with C-suite and VP-level technical buyers, equally comfortable in a boardroom and in a technical architecture review
- Deep fluency in enterprise integration patterns (APIs, webhooks, data pipelines, ERP/property management system ecosystems) with the ability to get hands-on when needed
- Strong commercial instincts: ability to shape deal structure, anticipate objections, and understand how technical decisions affect economics on both sides of the table
- Experience operating in a greenfield or early-stage vertical context. Comfortable building process, playbooks, and teams from scratch rather than inheriting them
More about this role
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?
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...
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