Mowgli - Chief of Staff

Position: Chief of Staff Family Office & Multi-Property Operations
Reports To: Principals / Family Office Executive
Location: San Francisco (full-time, on-site, regular travel to Tahoe properties)
Compensation: $300,000$375,000 + comprehensive benefits

About the Role

A distinguished San Francisco family office seeks an exceptional Chief of Staff to direct all household operations and manage multiple luxury properties. This role is the operational cornerstone for a Principal with significant community leadership responsibilities, enabling the family to focus on what matters most while ensuring stress-free, five-star lifestyles across several homes.

Key Responsibilities

• Oversee and maintain San Francisco-area residences and Tahoe properties, ensuring every property is guest-ready and operates to the highest standards
• Develop comprehensive property manuals, operational protocols, and streamlined inventory management systems
• Lead, recruit, and develop a high-performing household team: workforce planning, recruiting, onboarding, and performance management
• Strategically coordinate and optimize all property operations with a behind-the-scenes approach and exceptional attention to family privacy
• Implement, manage, and optimize digital project management, scheduling tools, and secure communications platforms (Trello, Google Workspace, Signal)
• Anticipate Principal needs and operate with minimal oversight, proactively managing logistics, solving issues, and maintaining high service standards
• Manage vendors, contracts, and service providers for both routine and specialized household projects; oversee sophisticated travel arrangements for family and staff
• Supervise household budget management, contract negotiation, expense tracking, and financial optimization, ensuring cost effectiveness without sacrificing quality
• Uphold rigorous confidentiality and physical/digital security standards, including privacy protocols and password/asset protection
• Provide comprehensive executive travel support: preparation, logistics, staff/vendor coordination, and, if needed, trip accompaniment

Must-Have Skills & Experience

• Minimum 10 years progressive leadership in estate management, luxury hospitality, or ultra-high net worth family office environments
• Expertise managing multiple homes/properties and complex staffing (recruitment, training, development, performance)
• Major strength in digital systems, project management platforms, and secure communications (Trello, Google Workspace, Signal, etc.)
• Proven high-level property management, guest readiness, vendor negotiation, and luxury service standards
• Strong financial and operational acumen: budgeting, contracts, reporting, cost optimization
• Ability to travel regularly to Tahoe and other properties for operational oversight
• Advanced discretion/confidentiality; comprehensive understanding of privacy and security for high-profile principals
• High-level emotional intelligence, collaborative leadership, and proven problem-solving in dynamic settings
• Experience working with families, understanding of childrens needs, and ability to set healthy professional boundaries

Preferred Qualifications

• Prior experience as founding/founding-team Chief of Staff for a family office or multi-property environment
• Experience developing benefits and payroll infrastructure
• Successful track record implementing property documentation and operational systems from scratch

Ideal Profile (Score 9 -

10 Candidates)

• Extensive multi-property, UHNW family office, or principal-facing Chief of Staff experience (minimum 10 years)
• Direct hands-on leadership with recruiting, building, and developing high-performing domestic teams
• Mastery of project management and secure communication tech; systems builder and implementation expert
• Discreet, self-sufficient, exceptionally organized, and able to maintain quality across multiple residences
• Warm, empathetic, adaptable professional who thrives behind the scenes and maintains the utmost trust

Benefits

• $300,000$375,000 salary (commensurate with experience)
• 100% employer-paid health, dental, vision insurance
• 401(k) retirement plan, performance bonus, annual pay increase (CPI + 1%)
• Paid time off and holidays
• Professional development opportunities
• Founding role: input on payroll, benefits, and infrastructure