City Manager, New York

Flex is building AI-native financial services for business owners.

We’re re-architecting the entire financial system for entrepreneurs—from the first dollar a business earns to how that value compounds, moves, and is ultimately spent in real life. Banking, credit, payments, personal finance, and financial operations—rebuilt from the ground up as a single, intelligent system. Flex is the full financial home for ambitious owners.

Since launching publicly in September 2023, Flex has scaled from zero to nine-figure annualized revenue, with a clear path to profitability by late 2026. We move fast, ship relentlessly, and operate with extreme ownership.

Our customers are affluent business owners ($3–$200M in revenue)—the backbone of the economy and one of the most underserved segments in finance. They’re stuck with outdated banks and fragmented tools. We’re replacing all of it. The opportunity is massive: a ~$1T+ revenue market hiding in plain sight. Our ambition is to build a $100B+ company by delivering a product that is fundamentally better—not incrementally improved.

Flex has raised $100M+ in equity and $300M+ in debt.

- Mission-critical problems: We build software that directly controls how money moves at scale.

- High bar, low ego: Small teams, exceptional people, real ownership.

- Speed over comfort: We prioritize execution, quality, clarity, and results.

- Enduring impact: What we’re building will define how a generation of owners runs their businesses.

Team & Locations

We hire exceptional people who want to build hard things and see their work matter immediately. Roles are available in: San Francisco, Miami, New York, and fully remote.

Flex Fuels Ambition.

About the Role

We're seeking an ambitious problem solver with a record of achievement on an exponential trajectory.

As City Manager, you'll lead Flex's growth in New York. You know the business owners, the culture, and which rooms matter. Your job is to turn that into new Flex customers.

You'll build a target list of 50 business owners you'd most like to bring to Flex. From that list, you'll identify five North Star accounts; the high-priority relationships that could have a meaningful impact on Flex's growth and visibility in your market.

Your job is to develop a strategy for reaching those owners, building relationships, and ultimately bringing their businesses onto Flex. Some opportunities will move quickly, while others will take time. You'll also build relationships within their networks, creating additional opportunities for customer acquisition.

You'll take ownership of these relationships from the first conversation through conversion, working with our sales and industry teams to move opportunities forward.

You'll work closely with teams across Flex, including sales, finance, marketing, operations, and leadership, plus City Managers in other markets. Your city is yours to run, with a team behind you.

What You'll Do

• Build and own the city’s dream list of 50 owners, prioritizing five North Star accounts and identifying the best path to each.
• Curate rooms built around the people on your list: Plan and host events that bring the right people together, including intimate dinners, customer gatherings, and strategic brand activations.
• Develop relationships with prospective customers and guide them from initial conversations through account opening, staying involved as their businesses grow with Flex.
• Evaluate and negotiate sponsorships and memberships, and only say yes to the ones that put you in front of people on the list.
• Develop a monthly market plan covering your priority accounts, upcoming initiatives, and progress toward customer acquisition.
• Collaborate with internal teams to move opportunities forward, generate customer referrals, and share insights from your market.
• Maintain an organized pipeline, track applications and referrals, coordinate events, and manage your local budget.

What Success Looks Like

First 90 days: Your 50 are written, your five are picked, your first rooms have happened and you’re in real conversations with your North Star accounts.

First year: Your North Star accounts are on Flex, the customers you brought in are active and spending, and people around the city are sending you introductions without being asked.

Above all, we care about results: accounts closed and how they use Flex once they’re open. Plenty of great customers will come from outside your list, and those count too.

Requirements

• Strong relationships with your city’s business owners. You could write the dream list this week and say how you know each person on it.
• A track record in sales or business development, in financial services, private banking, real estate, hospitality, membership clubs, or another relationship-driven business. You’re comfortable asking for the business and closing.
• A pulse on your city: the restaurant everyone’s talking about this month, the best rooftop, where to take someone for a serious cocktail. People trust your taste.
• An eye for design: venue, event flow, how a space photographs, and the details, like menu cards and table settings, that make something memorable.
• The ability to spot the right opportunities, build a strategy to pursue them, and stay organized throughout.
• A competitive streak, and the judgment to know when bringing in a teammate helps close the deal. You make calls the way the CEO of Flex would, with the company’s interest first.
• Currently based in New York.

Nice to Haves

• Bilingual skills, which may be preferred or required depending on the market.

Compensation

Final compensation within this range will be based on experience, qualifications, and interview performance. This position is also eligible for equity compensation. Flex offers medical, dental and vision insurance, paid time off, and a 401(k) plan. Applications will be accepted on an ongoing basis until the position is filled.

Additional Information

Why Join Us

Build something generational — Capture the full lifecycle of money for ambitious business owners.

Work on real money, real risk — Payments, credit, and banking at serious scale.

Solve hard problems — AI, underwriting, compliance, and global finance from first principles.

True ownership — Small teams, high trust, real accountability.

Founder-level exposure — Direct access to leadership, customers, and investors.

High bar, high taste — Move fast without cutting corners.

Elite peers — People here are builders, not tourists.

Real upside — Meaningful equity if you help build something big.