Second Assistant for Established Family Office (San Mateo)
Pocketbook Agency, San Mateo, CA, United States
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 operations
is 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.
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 operations
is 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.