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Executive Assistant, CEO

Flex

Job Location:

Miami, FL - USA

Yearly Salary: USD 100000 - 140000

Posted: 17 October 2026 (7 hours ago)

Application Deadline: 14 January 2027

Vacancies: 1 Vacancy

Department:

Operations

Job Summary

Flex is building the AI-native private bank for business owners.

Were re-architecting the entire financial system for entrepreneursfrom 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 operationsrebuilt 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. Theyre stuck with outdated banks and fragmented tools. Were 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 betternot 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 were 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

This role keeps the CEOs day running the way it should the right meetings in the right order so the context from his morning carries cleanly into the afternoon. Youll own his calendar and travel with the judgment to resequence on the fly when priorities shift and the discretion to flag what needs his direct attention versus what can wait. Your hours will largely mirror his when hes working youre reachable.

What Youll Do

Own and proactively manage the CEOs calendar sequencing and grouping meetings so related context stays together and hes not constantly switching gears between unrelated conversations
Regularly act as first point of contact exercising judgment on what is a priority versus what should be delegated deferred or declined
Coordinate complex domestic and international travel often on short notice
Prepare briefing materials agendas and follow-ups for board meetings investor and leadership meetings
Handle confidential and sensitive information with discretion
Anticipate needs before theyre asked and resolve problems independently

Requirements

5 years as an Executive Assistant supporting a CEO or Founder at a high-growth startup or similarly high-pace environment
Extreme attention to detail and the ability to prioritize competing demands in real time
Sound judgment and discretion handling confidential and sensitive information
Excellent written and verbal communication
Comfortable with a high-intensity pace and last-minute changes
Availability that tracks the CEOs own schedule this is not a fixed 9-to-5 and reachability outside standard hours is part of the job
Willing to travel as needed
Based in or willing to relocate to Miami

Nice to Haves

Experience supporting a CEO or founder in fintech banking or another regulated industry
Experience coordinating directly with boardmembers or investors

$100000 - $140000 a year

This is a full-time role with benefits. Final compensation is commensurate with candidate experience work location and interview performance.

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.

Flexbase Technologies Inc.

Required Experience:

Apply Now

About Company

Flex

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. T ... View more

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