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 They’re stuck with outdated banks and fragmented tools.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 Own
You are accountable for outcomes, not tasks.
1. Time & Priority Control
Own the CEO’s calendar end-to-end with zero tolerance for low-leverage meetings
Actively shape days and weeks based on strategic priorities, energy, and deadlines
Manage relationship's with investors, executives, partners, and in some contexts... friends and family
Prepare daily and weekly briefs: what matters, what’s coming, what can wait
2. Information & Execution Hub
Be the single intake point for inbound: email, text, Slack, WhatsApp, etc
Triage ruthlessly: respond, delegate, escalate, or kill
Track open loops across work and personal life until closed
Ensure follow-ups happen without the CEO needing to remember
3. CEO Force-Multiplier
Anticipate needs 1–3 steps ahead (travel, meetings, decisions, sensitivities)
Pre-read meetings and surface risks, context, and landmines
Draft emails, messages, and responses in the CEO’s voice
Act as a trusted thought partner, not just an executor
4. Personal Operations (Yes, This Matters)
Travel planning across complex, multi-city schedules
Household coordination, logistics, appointments, and life admin
Discretion and emotional intelligence across sensitive relationships
Reduce cognitive load so the CEO can operate at peak performance
Who You Are
This role only works if you are exceptional.
8+ years supporting a Founder, CEO, or ultra-high-performing investor/executive
You’ve operated in high-growth, high-pressure environments
You think in systems, not checklists
You have elite written and verbal communication skills
You are calm under chaos and decisive under ambiguity
You have impeccable judgment and know when to push back
You are deeply discreet and ethically bulletproof
You derive pride from making a company unstoppable
What This Is NOT
Not a junior EA role
Not a “wait for instructions” role
Not a 9-to-5 mindset
Not 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.
