The Flex is on a mission to transform the rental sector globally. We believe renting a home should be as simple as buying on Amazon: fast, seamless, and borderless. Our proprietary Property Management System (PMS) powers this vision, creating effortless renting for tenants and hassle-free management for landlords—without excessive fees.
We are building a small, elite team of A-Players who thrive in fast-paced environments and are driven to scale The Flex into a global powerhouse. We reward ambition, promote from within, and create an environment where talent grows alongside the company.
Position Summary – Chief of StaffAs Chief of Staff, you will work directly with the Founder & CEO as a strategic partner, trusted advisor, and execution lead. You’ll play a pivotal role in scaling The Flex—leading cross-functional projects, ensuring operational excellence, and driving strategic priorities forward.
This is not a traditional support role—it’s an opportunity to help build a global company from the inside, gain exposure to every function, and shape key decisions. The Chief of Staff will act as a force multiplier for leadership, ensuring the company moves fast, stays focused, and executes at the highest level.
Key ResponsibilitiesStrategic Execution – Partner with the CEO to drive high-impact initiatives across operations, technology, expansion, and fundraising.
Company Alignment – Translate strategic goals into action, ensuring teams are aligned, focused, and executing effectively.
Hiring & Talent Acquisition – Support the recruitment of top talent, from sourcing to onboarding, helping build world-class teams.
Operational Leadership – Step into critical roles when needed, ensuring business continuity and filling execution gaps.
Expansion & Market Growth – Lead research and planning for new city launches, supporting international expansion efforts.
Process Optimization – Design and refine workflows, systems, and best practices to improve speed and efficiency.
Cross-Functional Leadership – Serve as the connective tissue between departments, driving collaboration and clarity.
Founder Leverage – Act as a thought partner to the CEO, providing insights, preparing materials, and ensuring priorities stay on track.
Bachelor’s degree; advanced degree is a plus.
Strong problem-solving and analytical skills.
Exceptional communication and organizational skills.
Highly adaptable with a proactive, entrepreneurial mindset.
Previous experience in startups, consulting, investment banking, or real estate is a strong advantage.
Relentless drive to execute and a willingness to take ownership beyond formal responsibilities.
Join an innovative, fast-growing company redefining the rental industry.
Work side-by-side with the Founder & CEO on strategic priorities.
Opportunity to shape the future of a global company from the ground floor.
Competitive compensation with performance-based incentives.
Remote-first culture with flexibility and autonomy.
A career-defining role with significant growth opportunities.
You are looking for a traditional 9-to-5 corporate job.
You prefer politics and bureaucracy over action.
You want predictable, slow, or low-responsibility work.
You are not committed to becoming world-class at what you do.
You are looking for a corporate 9 to 5 job
You are political and enjoy gossiping and talking about people behind their backs.
You are looking for a stable and slow dead-end job
You do not aim to be one of the best in the world at what you do
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What We Do
At The Flex, we believe renting a home should be as easy as buying an item from Amazon, that means ensuring our guests have an abundance of choice and flexibility to cancel if their plans change. We aim to help landlords stop paying excessive management fees and help renters live and work comfortably anywhere in the world.
