Job Details

JRN#2416

A private family in the Bay Area is seeking a Second Executive / Personal Assistant to provide day-to-day support to the family's Chief of Staff. This role is designed to act as an extension of the Chief of Staff, providing coverage, executional support, and an extra set of eyes and hands in a fast-moving environment. This is an excellent opportunity for a smart, motivated professional looking to build a long-term career in executive and personal support while learning directly from an experienced Chief of Staff whose role has evolved significantly over time. This role will work closely with and report to the Chief of Staff, helping to manage both professional and personal logistics as needed. The position is primarily based in the city, with occasional travel to Atherton for meetings, errands, or event-related needs.

Responsibilities:

• Support the Chief of Staff with scheduling, appointment confirmations, and calendar oversight
• Assist with research projects, data organization, and contact management
• Track follow-ups, deadlines, and action items across ongoing projects
• Serve as backup support during PTO, travel, or high-volume periods
• Run errands and manage time-sensitive logistics on behalf of the household
• Assist with seasonal, holiday, and gifting coordination
• Handle ad hoc tasks as delegated by the Chief of Staff
• Assist with event preparation, setup, and breakdown
• Act as an on-site support partner during meetings, gatherings, and projects
• Interface professionally with guests, vendors, and stakeholders
• Drive locally for meetings, errands, and project-related needs as required

Requirements:

• Strong technical proficiency and comfort navigating calendars, scheduling tools, and task management platforms(tech-savvy is essential)
• A background in hospitality, events, client service, or operationsis highly preferred
• Polished, personable, and comfortable interacting with a wide range of personalities
• Can take initiative and jumps in without needing detailed instruction
• Brings a hospitality- or service-oriented mindset
• Values discretion, reliability, and teamwork

Schedule: This is a full-time position that will require flexibility outside of regular business hours

Compensation: Up to $115K, healthcare coverage, PTO, 401K

Location: San Francisco Bay Area (hybrid; Downtown San Francisco + South Bay as needed)

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.

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.