Job Description

Flex is building the AI-native private bank 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 They’re stuck with outdated banks and fragmented tools.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.
This is not a traditional EA role.
You will act as the CEO and executive team's operating system — owning time, information flow, priorities, and execution across business and personal domains. You are ruthless about leverage, allergic to chaos, and exceptional at anticipating problems before they exist.
If done well, this role 10x’s the company If done poorly, it doesn’t work at all.
We are looking for someone who has already operated at this level
What You’ll OwnYou are accountable for outcomes, not tasks.
1. Time & Priority ControlOwn the CEO’s calendar end-to-end with zero tolerance for low-leverage meetingsActively shape days and weeks based on strategic priorities, energy, and deadlinesManage relationship's with investors, executives, partners, and in some contexts... friends and familyPrepare daily and weekly briefs: what matters, what’s coming, what can wait
2. Information & Execution HubBe the single intake point for inbound: email, text, Slack, WhatsApp, etcTriage ruthlessly: respond, delegate, escalate, or killTrack open loops across work and personal life until closedEnsure follow-ups happen without the CEO needing to remember
3. CEO Force-MultiplierAnticipate needs 1–3 steps ahead (travel, meetings, decisions, sensitivities)Pre-read meetings and surface risks, context, and landminesDraft emails, messages, and responses in the CEO’s voiceAct as a trusted thought partner, not just an executor
4. Personal Operations (Yes, This Matters)Travel planning across complex, multi-city schedulesHousehold coordination, logistics, appointments, and life adminDiscretion and emotional intelligence across sensitive relationshipsReduce cognitive load so the CEO can operate at peak performance
Who You AreThis role only works if you are exceptional8+ years supporting a Founder, CEO, or ultra-high-performing investor/executiveYou’ve operated in high-growth, high-pressure environmentsYou think in systems, not checklistsYou have elite written and verbal communication skillsYou are calm under chaos and decisive under ambiguityYou have impeccable judgment and know when to push backYou are deeply discreet and ethically bulletproofYou derive pride from making a company unstoppable
What This Is NOTNot a junior EA roleNot a “wait for instructions” roleNot a 9-to-5 mindsetNot a stepping stone unless you are elite at this craft 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.