Chief of Staff job at Bespoke Private Service. San Francisco, CA.

Chief of Staff - Dionysus

Reports To : The Principal

Work Schedule : Full Time, Hybrid Role (Primarily In-Person Initially)

Location : Dolores Park/Pacific Heights, San Francisco

Start Date: ASAP

Salary Range: $200,000 - $350,000

Overview

A highly private, distinguished San Francisco-based family seeks an exceptional Estate Manager & Household Operations Lead to serve as the operational heartbeat of their dynamic home environment. This critical role is a true Chief of Staff position not merely an executor, but an owner of all household and personal operations serving as trusted right hand to the Principal and key driver of a world-class household and lifestyle experience.

In this role, you will:

• Strategically build, document, and own household systems (Home Bible) from scratch, solving for ambiguity with step-by-step, self-initiated solutions.
• Relieve the Principal of operational thinking, proactively communicating which tasks are being managed and delivering status updates without prompting.
• Maintain the discretion, confidentiality, and security vital to a prominent San Francisco family.

We seek a professional who blends luxury hospitality intuition, project management rigor, and the executive capacity to anticipate, plan, and execute while consistently elevating both daily living and special events.

Expectations

• Bachelor's degree or equivalent experience
• At least 8 years of progressive experience in estate management, luxury hospitality, or private family office operations.
• Demonstrable track record as a systems builder: Proven success in creating and optimizing home and service protocols, instituting best-in-class organizational standards, and managing sophisticated, multi-stakeholder environments
• Action-oriented ownership: Demonstrated ability to identify and independently resolve issues, drive outcomes with minimal oversight, and bring energy and positivity to the home environment
• Superior communication: Exceptionally clear in keeping Principals fully informed, proactively reporting on all ongoing, completed, and upcoming tasks.
• Technical fluency: Highly skilled in home and office digital systems project management software, 1Password, troubleshooting home automation/internet/AV, account management, and secure document handling
• Staff management : Experience in recruiting, training, supervising, and positively engaging domestic staff (chefs, cleaners, nannies, contractors).
• Financial stewardship : Strong track record in meticulous bill payment, cost management, negotiating vendor contracts, tracking accounts and household spending with full financial transparency.
• Discretion and privacy: Fierce protectorship of family privacy and digital/physical security, including address confidentiality, pseudonym use, PO/virtual box administration, and robust vendor management.
• Lifestyle anticipation : Noticing preferences at minute levels from towel styles to pantry organization and continually enhancing quality of life.
• Energetic, empathetic presence : Patient, personable, and unfailingly positive; able to set the tone for a happy, harmonious home.

Responsibilities

Principal & Family Support

• Own all household operations, acting as the single point of accountability for seamless family life (not just task execution, but full-lifecycle management).
• Deeply understand and preempt all Principal preferences, including household routines, hospitality, dietary needs, wardrobe care, and pet management.
• Communicate all handled and outstanding matters with clarity; ensure Principals never have to ask what is (or isn't) covered.

Household Operations & Asset Management

• Build, maintain, and update a comprehensive Home Bible (step-by-step guide to all household operations).
• Oversee inventory control, pet care (including technology-based feeders and litter robots), package and mail logistics, grocery buying and fridge management, wardrobe and laundry (with strong attention to care methods laundering vs. dry cleaning), and all home deliveries, returns, and unboxings.
• Manage all third-party contractors, cleaners, chefs, and service providers; set and enforce service standards; troubleshoot all household technology and infrastructure issues as they arise

Administrative & Digital Systems Management

• Coordinate and schedule all medical, wellness, and personal appointments; manage reminders, calendars, and related logistics.
• Manage online accounts (utilities, health, travel, rewards programs, etc.); organize 1Password and all digital credentials.
• Handle highly sensitive and time-critical forms, documents, payments, and communications.

Privacy, Security & Risk Management

• Ensure home address confidentiality, set up and track PO or virtual boxes, implement and enforce use of pseudonyms for all deliveries.
• Proactively manage all matters of physical and digital security, from hiring security vendors as needed to overseeing transitions and handling all change-of-address needs.
• Counsel on and implement best practices for household information security and privacy at all levels.

Event & Guest Relations

• Own all aspects of event planning and executionfor parties (including 100+ guest housewarmings), poker nights, dinner parties, and more.
• Manage guest lists, invitations/RSVPs, holiday gifts, vendor contracts, hospitality, catering, security, and end-to-end event logistics. Ensure all events are executed at the highest standard, from concept through clean-up.

Executive Travel & Logistics

• Plan, book, and orchestrate all domestic and international itineraries managing everything from major group travel (e.g., Vegas trips with multiple changing flights) to high-stakes, last-minute bookings, visa reminders, points/rewards optimization, and on-the-spot adjustments.
• Maintain up-to-date travel and rewards accounts, proactively solving logistical and scheduling problems.

Specialized Projects & Lifecycle Initiatives

• Own specialized projects such as management and care of household aviation, including coordination with plane management vendors, scheduling, and cleanliness.
• Manage legal, LLC, and financial documentation as needed, in close coordination with legal and financial partners

Benefits

• I nsurance Stipend
• Paid time off and holidays

This is not a traditional estate manager or assistant role this is a high-ownership, executive-level Chief of Staff opportunity for a proactive leader and confidential household operator ready to transform and elevate every aspect of modern private family life.