Estate & Fleet Manager (Remote)

Compensation: Up to USD $110,000 base per annum + up to 10% monthly Performance Bonus. Total Annual Package: Up to USD $121,000 per annum.

Location: Remote (international travel may be required).

Role Overview: This role oversees a portfolio of international properties and vehicles on behalf of a Forbes Council CEO—combining operational rigour with service excellence to lead high-performance household teams across multiple geographies. You will serve as the primary point of contact for all third-party vendors and service providers, negotiating contracts and approving expenditures to ensure cost discipline across the portfolio. Day-to-day, you will oversee property maintenance and complex repairs across international jurisdictions while managing the full vehicle fleet lifecycle—scheduled maintenance, insurance, and transport coordination. You will leverage AI tools to drive efficiency and documentation while building the operational infrastructure that enables seamless management of a complex, multi-jurisdictional portfolio.

What Is In It For You: This isn’t just another operations role. This is your chance to become a true industry architect.

• Build a Global Operations Framework from Scratch: You won’t inherit someone else’s playbook—you’ll create it. Design comprehensive House Manuals, SOPs, and operational systems that scale across international properties. Every framework you build becomes the standard for future acquisitions, positioning you as the architect of a growing portfolio.
• Partner with the 1%: Direct support to a Forbes Council CEO. Gain firsthand exposure to UHNW decision-making and family office operations. Work at the intersection of luxury hospitality and private wealth management.
• Embrace Radical Flexibility: Lead a global portfolio from anywhere. This remote-first role gives you autonomy to manage international operations without geographic constraints—with periodic travel to properties that keeps you connected to on-the-ground realities.
• Develop Elite Leadership Capabilities: Manage household staff across multiple service functions (housekeeping, culinary, security, grounds). Own the full people lifecycle—hiring, development, performance management—building GM-level leadership experience that translates across industries.

What You’ll Need:

• 5+ years in private estate management or luxury hospitality operations (hotel/resort management).
• Demonstrated experience leading teams of 10+ across multiple service functions.
• Direct accountability for HR processes: scheduling, payroll, performance reviews, hiring, and separations.
• Prior experience supporting UHNW principals or family office environments.
• Proven ability to build operational frameworks and SOPs from the ground up.
• Fleet management experience (maintenance scheduling, insurance, logistics).
• Strong vendor negotiation and budget management capabilities.
• Demonstrated fluency with AI tools (e.g., ChatGPT, Claude) for workflow optimisation, documentation, and operational decision support.
• Fluent English; additional languages advantageous.

Good-to-Have:

• Formal credential in hospitality management (Starkey International, British Butler Institute, or equivalent).
• Experience integrating newly acquired properties into existing operational frameworks.
• Familiarity with smart home and property automation systems.

The Puffy DNA: We’re restless, perpetually hungry, and fast-paced, driven by an unwavering belief that we can outperform any competitor — regardless of their size.

• Be the Owner: We don’t hire employees; we welcome owners. You’re accountable for results, not activity.
• Execute with Urgency: We thrive in high-stakes environments by making thoughtful decisions quickly and acting decisively.
• Demand Excellence: We solve the hard problems that others can’t, pushing the boundaries of our craft.
• Be AI-First: Daily multi-turn AI conversations challenge your assumptions.
• Go All-In: When the mission demands it, we rally as one team to cross the finish line.

Monthly performance bonuses up to 10%. Comprehensive medical, dental, and vision insurance. Generous Paid Time Off (PTO) + Public holidays. AI First organization with access to AI-native tool stack. Remote First: Work from the comfort of your home office. International team collaboration (14+ nationalities). Eligibility for selection to the Leaders Club — an elite recognition program featuring premium wellness memberships, exclusive networking with senior leadership, and annual leadership retreats. Eligibility for nomination as 'We Are' Champion of the Month — monthly recognition with gift vouchers and company-wide celebration for exceptional contributions.

The alternative is another year where your potential is capped and your operational innovations die in bureaucratic silos. Ready to Shape Your Story? Click "Apply" and take the first step.