Director, Strategy & Operations

About Flex

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 2025 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

The Strategy & Operations team serves as the “API” through which company strategy, ways of working, and culture are transmitted to our departments. Your responsibilities will span both Flex strategy and operations, including framework development, project planning, financial modeling, research, and analysis. This role positions you at the very heart of the business, collaborating closely with Strategy & Operations peers, as well as with company and departmental leadership. This is an exceptional opportunity for a gritty, entrepreneurial problem solver able to toggle between strategy and execution. This role will provide frequent exposure to Flex Founders and Executive Team, giving hands-on experience of what it takes to lead and operate a world-class consumer fintech. As Director, Strategy & Operations, you’ll report to the Chief Business Officer to help drive high-impact projects that impact the whole of Flex. You can expect a unique, dynamic portfolio of work across cross-functional and enterprise-level strategy, driving the problem from strategy through execution. This is a hybrid position with on-site expectations of 3 days per week in our New York Headquarters. For candidates outside of the NY/NJ/SF area, you may be eligible for our relocation assistance program.

What You’ll Do

• Work with the Executive team on special projects, owning the end-to-end process from strategy development through cross-functional execution
• Provide research and analytical decision support, presenting clear recommendations and framing relevant trade-offs
• Continuously improve processes, streamline collaboration, and identify ways to proactively optimize costs
• Review, design, and help drive improvements to team structure to address knowledge and skill gaps in view of business needs
• Distill progress into executive-facing monthly memos, facilitating the review meetings to ensure the right strategic conversations are had
• Communicate effectively with senior stakeholders, navigating complex problem sets with agility
• Operate at top-decile levels of speed and productivity, dealing constructively with pressure and debate

Who You Are

Ideally 8+ years of relevant work experience (e.g., investment banking, management consulting, start-up role in strategy, strategic finance, biz