Estate Manager/Chief of Staff

| Hollywood, CA, United States

Posted Date 4/24/2026
Description


Location: Hollywood, CA (Onsite role; local candidates preferred, relocation offered for the right candidate)

About the Role

A relaxed and private family in Hollywood is seeking a highly skilled Estate Manager to oversee the management of up to four properties. This position is ideal for someone who thrives in a multi-faceted role, combining estate management (40%), executive assistance (25%), and personal assistance (35%). The family values harmony and is looking for someone to bring organization, efficiency, and a personal touch to their home life.

This is a rare opportunity to design systems that truly reflect your expertise. The role offers significant autonomy, allowing you to take ownership of household operations while fostering a calm, organized environment. This is a fully onsite position and requires a hands-on presence across the properties.

Key Responsibilities

Estate Management (40%)

  • Oversee the day-to-day operations of up to four properties, ensuring they are impeccably maintained.
  • Manage vendors, contractors, and service providers, including scheduling and overseeing repairs, maintenance, and renovations.
  • Lead recruitment, hiring, and onboarding of household staff as needed.
  • Create and maintain a comprehensive household manual outlining policies, procedures, and systems.
  • Coordinate with the existing team (nannies and housekeeper) to ensure smooth household operations and teamwork.
  • Monitor budgets, approve expenses, and maintain records of household finances.
  • Serve as the primary point of contact for property-related issues, ensuring timely resolutions.

Executive Assistance (25%)

  • Provide administrative support to the principals, including calendar management, travel coordination, and appointment scheduling.
  • Handle correspondence, including emails and calls, with professionalism and discretion.
  • Assist with professional projects as needed.

Personal Assistance (35%)

  • Manage household inventories, shopping, and errand running.
  • Coordinate family and personal activities, including event planning, children’s programs, and special occasions.
  • Act as a gatekeeper, managing communication and access to the principals.
  • Support the family in personal tasks and logistics, ensuring a seamless daily routine.

Ideal Candidate

The ideal candidate is a “puzzle master” who enjoys having control over their own day’s schedule while managing their tasks and attending to the family’s needs. You should be adaptable, proactive, and solutions-oriented, with a warm and approachable demeanor. Beyond organization, you should be someone who thrives in a dynamic environment, loves multitasking, and can gracefully juggle responsibilities as an Estate Manager, Executive Assistant, and Personal Assistant.

A natural ability to seamlessly coordinate teams, hire effectively, and ensure every detail is covered is key. If you’re seeking a role that not only leverages your estate management expertise but also offers the opportunity to build and refine systems from the ground up, this position is the perfect fit.

Qualifications

  • Minimum 10 years of experience in a similar role (estate management or high-level personal/executive assistant).
  • Strong organizational and multitasking skills with a proven ability to prioritize effectively.
  • Experience managing multiple properties and working with household staff.
  • Experience hiring and building household teams.
  • Financial acumen for budget management and expense tracking.
  • Discretion and respect for the family’s privacy.
  • Exceptional communication skills, both written and verbal.
  • Tech-savvy and comfortable using various software and AI for scheduling, inventory, and finances.
  • Ability to lift up to 50 lbs as part of hands-on household support when needed.

Additional Skills

  • Comfort balancing high-level strategic tasks with hands-on involvement, maintaining harmony and efficiency in the household.
  • Collaborative and team-oriented, fostering a positive household culture.
  • A passion for creating and maintaining systems that evolve with the family’s needs, such as crafting a household manual or optimizing workflows.

Perks and Benefits

  • Competitive salary range of $160,000–$200,000, commensurate with experience.
  • Healthcare stipend
  • PTO: Federal holidays and 2 weeks vacation
  • Mileage reimbursement
  • Yearly performance bonus
  • Autonomy and ownership of household operations
Job Type
Full-Time
Job Categories
Chief of Staff | Estate Manager
Housing
Live-out
Compensation
Salary: $160,000–$225,000, depending on experience

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