Detail-Oriented & Flexible Personal Assistant

JRN: #2437

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A busy private Bay Area Peninsula-based family is seeking a highly capable and sophisticated Personal Assistant to support the principal across all personal matters, ensuring seamless day-to-day operations and anticipating needs with discretion, organization, and efficiency. This role blends high-level coordination with hands-on support, from managing schedules and travel to personal shopping and event planning. The PA acts as a trusted gatekeeper and partner, working closely with household staff and vendors to create a smooth and structured environment for the principal.

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Key Responsibilities:

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• Assist with the principal’s calendar, contacts, and scheduling.
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• Support coordination, including travel logistics, flights, accommodations, reservations, and on-the-ground support.
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• Handle wardrobe management, personal shopping, online orders, returns, and special requests.
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• Oversee gifting, including sourcing, purchasing, and managing family gift lists.
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• Assist with planning and executing personal events, dinners, and gatherings in collaboration with chefs, caterers, and staff.
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• Support day-to-day needs, including errands, reservations, and logistical arrangements.
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• Collaborate with household staff, estate managers, and vendors to ensure seamless operations.
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• Maintain confidentiality while managing sensitive personal and professional matters.
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• Accompany principal on trips and events as needed, ensuring all details are managed.
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Qualifications:

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• 7–15 years of experience as a Personal Assistant supporting UHNW or high-profile principals.
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• Exceptional organizational, time management, and communication skills.
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• Strong judgment, discretion, and ability to manage confidential information.
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• Proactive problem-solver with ability to anticipate needs.
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• Flexible and adaptable to changing schedules, with ability to travel as required.
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• Tech-savvy, with proficiency in managing calendars, contacts, and online systems.
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• Professional demeanor with the ability to collaborate well in a team.
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• Ability to work as a member of a team.
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*ONLY CONSIDERING BAY AREA CANDIDATES

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Schedule: 5 days per week (with some weekend coverage)

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Compensation: 150-200K (hourly + OT) + benefits + 401K (with match), PTO + annual bonus

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Location: Palo Alto, CA

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Pocketbook Agency is acting solely as a recruiting and placement firm for this position and is not the employer of record for this role unless otherwise explicitly stated. All hiring decisions, compensation, benefits, and employment terms are determined by the client employer. By applying, you acknowledge that submission of an application does not guarantee placement or employment.

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Pocketbook Agency is an equal opportunity recruiting firm and does not discriminate in its recruiting, screening, or placement practices based on race, color, religion, sex, gender identity, sexual orientation, national origin, age, disability, veteran status, or any other protected characteristic under applicable law.

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