Chief of Staff – Founder’s Office (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 redefining how people live and landlords operate — removing friction, reducing fees, and unlocking global mobility.

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

As Chief of Staff, you’ll be the Founder & CEO’s strategic right hand — a trusted partner, operator, and execution force.

This isn’t a support role. It’s a company-building position that blends strategy, leadership, and action.

You’ll help shape priorities, turn ideas into execution, and ensure the entire organization moves in sync as The Flex scales globally.

You’ll gain exposure to every part of the business — operations, product, technology, finance, talent, and expansion — playing a pivotal role in the next phase of growth.

Key Responsibilities

• Strategic Execution – Drive high-impact initiatives across product, operations, and expansion; translate vision into measurable outcomes.
• Organizational Alignment – Turn strategic goals into actionable plans; ensure every team is focused on what truly matters.
• Hiring & Talent – Partner with leadership to identify, recruit, and onboard top talent across all functions.
• Operational Leadership – Step into critical areas to solve problems, streamline execution, and keep projects on track.
• Global Expansion – Lead research, planning, and operational setup for new market launches.
• Process Optimization – Build scalable systems and workflows to enhance speed, clarity, and accountability.
• Cross-Functional Collaboration – Act as the connective tissue between teams — ensuring communication, momentum, and alignment.
• Founder Leverage – Serve as a trusted advisor to the CEO — preparing briefs, managing priorities, and driving follow-through on key decisions.
  
  

What You Bring

• Bachelor’s degree required; MBA or advanced degree is a plus.
• Experience in startups, consulting, investment banking, or real estate.
• Exceptional analytical, strategic, and communication skills.
• Proven ability to turn ambiguity into structure and action.
• High adaptability and comfort in fast-paced, high-growth environments.
• A bias for execution, relentless ownership, and resilience under pressure.
  
  

Why Join The Flex

• High-impact partnership. Work directly with the Founder/CEO on mission-critical projects.
• Unparalleled exposure. Influence company strategy, growth, and operations from day one.
• Career acceleration. Launchpad to an executive role or future venture of your own.
• Freedom & flexibility. Remote-first, outcome-driven culture.
• Competitive rewards. Compensation + performance-based incentives tied to impact.
  
  

Do Not Apply If

• You want a predictable 9–5 routine.
• You prefer process over progress.
• You’re uncomfortable with accountability or speed.
• You’re not committed to becoming elite in 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 work side-by-side with a founder obsessed with excellence and help shape a company that’s redefining how the world lives and moves — apply now.