Estate & Fleet Manager

Role Overview

As the Estate & Fleet Manager, you will oversee a diverse portfolio of international properties and vehicles for a Forbes Council CEO. This role demands rigorous operational excellence and superior service, leading high-performance household teams across multiple global locations. You will be the primary liaison for all third-party vendors and service providers, managing contract negotiations and expenditure approvals to ensure financial discipline throughout the portfolio. Daily responsibilities include overseeing property maintenance and intricate repairs across various international jurisdictions, alongside comprehensive management of the vehicle fleet lifecycle, covering scheduled maintenance, insurance, and transport coordination. You will also utilize AI tools to enhance efficiency and documentation, developing the essential operational infrastructure for seamless management of this complex, multi-jurisdictional portfolio.

What Is In It For You

• 1. Build a Global Operations Framework from Scratch

  This is an opportunity to design and implement comprehensive House Manuals, Standard Operating Procedures (SOPs), and scalable operational systems for international properties. Every framework you create will set the standard for future acquisitions, establishing you as the key architect of a continuously expanding portfolio.

• 2. Partner with the 1%🏆

  You will provide direct support to a Forbes Council CEO, gaining unparalleled exposure to Ultra-High Net Worth (UHNW) decision-making processes and family office operations. This role is at the exciting intersection of luxury hospitality and private wealth management.

• 3. Embrace Radical Flexibility

  Lead a global portfolio from any location. This remote-first position offers the autonomy to manage international operations without geographical restrictions, complemented by periodic travel to properties to ensure hands-on connectivity with on-the-ground realities.

• 4. Develop Elite Leadership Capabilities

  You will manage household staff across various service functions, including housekeeping, culinary services, security, and groundskeeping. You will own the complete people lifecycle, from hiring and development to performance management, thereby building General Manager-level leadership experience that is transferable across diverse industries.

What You'll Need

• 5+ years of experience in private estate management or luxury hospitality operations (e.g., 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.
• Oversight of multi-property, multi-country portfolios.
• Prior experience supporting UHNW principals or family office environments.
• Proven ability to build operational frameworks and SOPs from the ground up.
• Fleet management experience (including maintenance scheduling, insurance, and logistics).
• Strong vendor negotiation and budget management capabilities.
• Demonstrated fluency with AI tools (e.g., ChatGPT, Claude) for workflow optimization, documentation, and operational decision support.
• Fluent English is required; additional languages are advantageous.

Good-to-Have

• Formal credentials in hospitality management (e.g., 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

Puffy is characterized by a restless, perpetually hungry, and fast-paced culture, driven by an unwavering belief in outperforming any competitor, regardless of size.

• Be the Owner: We welcome owners, not just employees. You are accountable for results, not merely activity.
• Execute with Urgency: We thrive in high-stakes environments, making thoughtful decisions quickly and acting decisively.
• Demand Excellence: We tackle and solve complex problems that others cannot, continuously pushing the boundaries of our craft.
• Be AI-First: Daily multi-turn AI conversations challenge assumptions and foster innovative solutions.
• Go All-In: When the mission requires it, we unite as a team to achieve our goals.

Your Total Compensation & Benefits

• Compensation:

  • Monthly performance bonuses up to 10%.

• Health & Protection:

  • Comprehensive medical, dental, and vision insurance.

• Time Off:

  • Generous Paid Time Off (PTO) plus Public holidays.

• Work Environment:

  • AI-First organization with access to an AI-native tool stack.
  • Remote-First: Work from the comfort of your home office.
  • Learning & development opportunities.
  • International team collaboration (14+ nationalities).

• Rewards & Recognition:

  • Eligibility for selection to the Leaders Club – an elite recognition program offering 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.

Key skills/competency

• Property Management
• Fleet Management
• Vendor Negotiation
• Team Leadership
• Budget Management
• UHNW Support
• AI Tools
• SOP Development
• HR Processes
• International Operations