Chief of Staff – Founder’s Office (Remote)

Chief of Staff – Founder’s Office (Remote)

Join to apply for the Chief of Staff – Founder’s Office (Remote) role at The Flex

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

Why Join The Flex

Do Not Apply If

The Flex is 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.

Location and Compensation

Location : Remote

Miami, FL

Salary : $185,520.00 – $231,900.00

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