🚀 Chief of staff - Remote

Overview

The Flex is building a global ecosystem for flexible living — powered by technology, automation, and ambition. We are assembling a small, elite team of A-Players who thrive under pressure, move fast, and execute with precision. This is a company-building role to help set priorities, turn ideas into execution, and align the entire organization as it scales globally.

Location: Remote

The Role

Chief of Staff — you’ll serve as the Founder & CEO’s right hand, acting as a strategic partner, operator, and execution engine. This is a company-building position, not a pure support role. You’ll help set priorities, translate ideas into action, and ensure the organization moves in sync as The Flex grows.

You’ll gain exposure across operations, technology, finance, expansion, and fundraising, while 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 and keep teams focused on priorities.
• Hiring & Talent: Help identify, attract, and onboard world-class talent across functions.
• Operational Leadership: Step in to bridge gaps and ensure smooth execution.
• Market Expansion: Lead research and planning for new city launches and international growth.
• Process Optimization: Design systems, workflows, and processes to increase speed and efficiency.
• Cross-Functional Collaboration: Act as the connective tissue between departments to drive clarity, accountability, and speed.
• Founder Leverage: Advise the CEO, manage priorities, and drive 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 a 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 plus performance-based incentives.
• Remote-first environment with flexibility and autonomy.
• Career-defining opportunity: Access to an executive leadership trajectory and potential future ventures.

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.

About 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 at the intersection of real estate, tech, and scale, and alongside a founder obsessed with excellence, apply now.

Seniority level

• Executive

Employment type

• Full-time

Job function

• Administrative

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