Senior Director, Verticals Sales Remote; U.S

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.

• Pioneer New Markets: Proactively identify, engage, and secure strategic enterprise partners for Flex’s embedded BNPL offering within uncharted payment verticals, driving first‑of‑kind deals from inception to successful launch.
• Strategic Pipeline & Opportunity Management: Develop, prioritize, and rigorously manage a robust pipeline of high‑value, complex opportunities with a strong sense of urgency, converting prospects into marquee accounts.
• Executive Relationship Building: 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.
• Lead Complex Deal Negotiation: Negotiate and optimize legal and economic terms within term sheets and partnership agreements.
• Product & GTM Contribution: 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.
• End‑to‑End Partnership Launch: 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.

• 10+ years of experience
  , in strategic partnership and/or enterprise sales within high‑growth Fin Tech environments, with a demonstrated focus on new market entry and zero‑to‑one product adoption.
• Proven track record of defining and executing growth strategies and new markets, consistently sourcing and closing company‑defining, first‑of‑kind opportunities with senior decision‑makers for Payments/Fin Tech solutions, especially those involving buy now, pay later (BNPL) programs.
• Demonstrated ability to close deals in new markets with new product/service offerings.
• Expert in influencing executive‑level stakeholders: Exceptional communication, influencing, and complex negotiation skills, with a demonstrated ability to operate confidently and effectively at the highest levels of partner organizations.
• Strategic Vision & Execution: Possess deep strategic thinking capabilities coupled with a strong bias for action, comfortable with ambiguity and rapid iteration, and adept at pivoting strategies as market dynamics evolve.
• Strong Financial & Legal Acumen: Extensive experience building deal models, justifying complex partnership economics, and navigating legal agreements.
• Leadership & Cross‑Functional
  
  Collaboration:
  
  Proven ability to lead and influence both direct teams and cross‑functional stakeholders (Product, Engineering, Marketing) to drive successful partnership outcomes.
• Comfort with Ambiguity: Thrives in a fast‑paced, evolving environment, demonstrating urgency, adaptability, and the ability to build structure in loosely defined situations.
• Bachelor’s degree required; MBA or advanced degree strongly preferred.

Flex takes a…