Chief of Staff/Estate Manager Job at Pocketbook Agency, Montecito, CA

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  • Pocketbook Agency
  • Montecito, CA

Job Description

JRN- 2314

We are seeking an experienced and highly detail-oriented Chief of Staff/Estate Manager to oversee a private estate in Montecito, CA. This is a hands-on and proactive position that requires strong leadership, top-notch organizational skills, and a “no task too big or small” mindset.

You’ll work closely with the principal and a dedicated household staff to ensure smooth day-to-day operations. The ideal candidate is energetic, adaptable, solutions-oriented, and thrives in a dynamic environment with frequent changes.

Key Responsibilities

  • Manage estate calendar, travel logistics, itineraries, and vendor coordination
  • Oversee household operations, schedules, and communications with all staff
  • Track household expenses and maintain property and financial spreadsheets
  • Handle purchases, inventory, returns, and credit card reconciliation
  • Oversee vehicle registrations, insurance, off-site storage, and supply ordering
  • Coordinate contractors, repairs, and maintenance appointments
  • Perform or delegate errands and shopping as needed
  • Support holiday/event preparation and guest readiness
  • Submit medical and veterinary bills, manage medication refills
  • Coordinate all aspects of pet care: medical, grooming, training, food, and records

Qualifications

  • Minimum 10+ years of estate or household management experience
  • Strong communication and interpersonal skills; excellent judgment in social situations
  • Highly organized, detail-oriented, and proactive under pressure
  • Ability to manage multiple priorities and remain flexible to changing needs
  • Tech-savvy: proficient in Microsoft Office (Outlook, Excel), Mac systems
  • Comfortable working in a fast-paced, high-expectation environment
  • Must be confident delegating tasks and managing a team
  • Must be discreet, professional, and respectful of privacy
  • Dog friendly – multiple dogs are part of the household
  • Experience working with principals who are detail-focused and OCD
  • Thrives in environments where principals are highly involved and value close oversight

Location: Montecito, CA (must live within 30 minutes or be willing to relocate to the Santa Barbara area)

Schedule: Monday–Friday (flexibility required for evenings, weekends, holidays, and special events)

Salary: Up to $250,000/year DOE + Vacation/PTO, health insurance

Job Tags

For contractors, Work at office, Relocation, Monday to Friday, Flexible hours, Weekend work, Afternoon shift,

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