Chief of staff - Remote

The Flex


Date: 3 weeks ago
City: Remote
Contract type: Full time
Remote
About The Flex

At The Flex, we’re on a mission to make renting a home as effortless as buying something on Amazon — fast, seamless, and borderless.

Our proprietary Property Management System (PMS) is transforming how people live and landlords operate — removing friction, cutting fees, and enabling freedom of movement.

We’re assembling a small, elite team of A-Players who thrive under pressure, move fast, and execute with precision. If you want to build a global business from the ground up alongside a visionary founder — this is your opportunity.

The Role: Chief of Staff

As Chief of Staff, you’ll serve as the Founder & CEO’s right hand — acting as a strategic partner, operator, and execution engine.

This is not a support role — it’s a company-building position. You’ll help set priorities, turn ideas into execution, and ensure the entire organization moves in sync.

You’ll gain exposure across all aspects of the business — operations, technology, finance, expansion, and fundraising — while playing a key role in shaping The Flex’s trajectory as it scales globally.

Key Responsibilities

  • Strategic Execution: Drive high-impact initiatives across product, operations, tech, and expansion.
  • Company Alignment: Turn strategic goals into actionable plans — ensuring every team stays focused on what matters.
  • Hiring & Talent: Help identify, attract, and onboard world-class talent across functions.
  • Operational Leadership: Step in where needed to bridge gaps and ensure smooth execution.
  • Market Expansion: Lead research and operational planning for new city launches and international growth.
  • Process Optimization: Design systems, workflows, and processes to make the company faster and more efficient.
  • Cross-Functional Collaboration: Be the connective tissue between departments — driving clarity, accountability, and speed.
  • Founder Leverage: Act as the CEO’s trusted advisor and execution partner — preparing briefs, managing priorities, and driving decisions forward.

What We’re Looking For

  • Bachelor’s degree required; advanced degree is a plus.
  • Background in startups, consulting, investment banking, or real estate.
  • Exceptional analytical, communication, and organizational skills.
  • Strong problem-solving ability with bias toward execution.
  • Highly adaptable — thrives in fast-changing, unstructured environments.
  • Relentless drive, resilience, and willingness to take full ownership.

Why Join The Flex

  • High-impact role: Work directly with the CEO on company-defining projects.
  • Rapid growth: Shape systems, teams, and decisions that will scale globally.
  • Competitive compensation + performance-based incentives.
  • Remote-first environment with flexibility and autonomy.
  • Career-defining opportunity: This is the closest seat to the founder’s table — a launchpad to an executive leadership role or future venture.

Do Not Apply If

  • You’re looking for a stable, slow 9–5 job.
  • You prefer talking over doing.
  • You dislike accountability or ambiguity.
  • You’re not committed to becoming world-class at your craft.

The Flex

We’re Not Building Another Property Company.

We’re building a global ecosystem for flexible living — powered by technology, automation, and ambition.

If you want to build at the intersection of real estate, tech, and scale, and work side-by-side with a founder obsessed with excellence — apply now.

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