Bespoke Private Service

Mowgli - Chief of Staff

Bespoke Private Service  •  $300k/yr  •  San Francisco, CA (Onsite)  •  5 months ago
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Job Description

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
Bespoke Private Service

About Bespoke Private Service

Bespoke Private Service recruits executive and senior-level talent for single-family offices and family foundations, specializing in the family and lifestyle operations of family offices rather than asset management or investment roles.

Our placements include:

- Family Office Leadership: Chief of Staff, COO, Family Office Manager, Director of Operations

- Estate & Property: Estate Manager, Director of Residence, Property & Construction Leadership, House Manager

- Executive Support: Executive Assistant, Personal Assistant

- Foundation Leadership: Executive Director, COO, Program Director, Chief Impact Officer

- Specialized Roles: Private Chef, Director of Hospitality, Grant Manager

Our work is built on transparency, discretion, and authentic relationships—we see both families and candidates as people first, never reducing partnerships to transactions.

Our Approach:

Through our 7-step Evolved Process, we go beyond traditional recruiting with comprehensive discovery and assessment, detailed job descriptions, candidate scoring rubrics, and structured interview frameworks. We rigorously vet candidates and provide 90-day post-placement mentorship to ensure both families and professionals thrive.

Part of a Larger Ecosystem:

Bespoke Private Service is one pillar cultivating an ecosystem to support multigenerational thriving families:

- Bespoke Private Service connects families with exceptional talent

- Family Office Mastermind Group connects family office professionals with world-class domain experts

- The Greenhouse cultivates next-generation family office leaders

Our mission: To serve families navigating multigenerational success while connecting exceptional candidates with rewarding careers—built on transparency, mutuality, and respect.

Industry
HR & Recruiting
Company Size
1-10 employees
Headquarters
San Francisco, California
Year Founded
2014
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