Chief of Staff (Executive Office) and VP of Strategy & Operations

Join Flex, a fast-growing fintech company, as the Chief of Staff and VP of Strategy & Operations. In this role, you will serve as a senior partner to the CEO and CBO, owning the central Strategy & Operations team, shaping enterprise strategy, refining our operating model, and driving the hardest problems in the company to resolution. You will also own the health, performance, and trajectory of the S&O team, setting and upholding standards of excellence in analytical rigor, communication quality, and operational discipline. This position is based in NYC and offers a hybrid work policy, unlimited PTO, and a range of benefits.

• Assurer le bon fonctionnement du bureau exécutif, en facilitant la prise de décision et en gérant les communications de haut niveau.
• Diriger l'équipe de stratégie et d'opérations, en traduisant la stratégie de l'entreprise en exécution et en résolvant les problèmes complexes.
• Être un partenaire de confiance pour le PDG et le CBO, en conseillant sur les questions stratégiques et en dirigeant les initiatives inter-départementales.
• 15+ years of professional experience with a track record spanning management consulting and/or senior S&O, Biz Ops, or Chief of Staff roles at high-growth companies
• Exceptional ability to work the system, not just the project: you understand organizational dynamics, know how to move people, and can make things happen without formal authority
• Strong quantitative reasoning: whether through financial modeling or analytical problem solving, you're comfortable turning complex data into clear, defensible recommendations
• NYC-based and available to work from Flex's Union Square office 3+ days per week
• Resilient and comfortable with ambiguity: you structure messy problems, move quickly, and revise as you learn, without losing your footing
• Skilled at influencing up: you bring the right conversations to leadership, push back when needed, and earn trust through substance, not title
• Outstanding written and verbal communication: clear in writing, confident in the room, and able to translate complexity into crisp recommendations and decisions
• A first-principles problem solver: when the map runs out, you build a new one. You don't need a clean brief to do exceptional work, and you've been recognized for figuring it out in ambiguous, high-friction environments
• High horsepower, low ego: you're as comfortable rolling up your sleeves on an urgent deliverable as you are shaping a long-range strategy
• Demonstrated AI fluency: you actively leverage AI tools to accelerate analysis, improve team workflows, and drive better decisions, and you set the standard for how your team uses them
• Proven team leadership: you've built, developed, and scaled high-performing teams, and take genuine ownership over the growth of the people around you
• Sound commercial judgment: you understand how businesses work, spot risk and opportunity quickly, and make decisions that hold up under scrutiny
• Exceptional emotional intelligence: you know how to read a room, build trust with executives, and show up as both a partner and a coach (even with the CEO)
• Experience in fintech, consumer lending, or payments
• Familiarity with the operating rhythms of a late-stage growth company