Second Assistant for Established Family Office

Pocketbook Agency; San Francisco (CA); On-site; USD 103,500 - 126,500; Full time

Benefits offered by this job

Healthcare coverage

PTO

401K

Job summary

A private family in the Bay Area is seeking a Second Executive / Personal Assistant to support the Chief of Staff in both professional and personal logistics. This full-time hybrid role requires strong technical skills, initiative, and a service-oriented mindset. The position offers a competitive salary up to $115K along with healthcare coverage and PTO. Applicants should be comfortable interacting with various stakeholders and managing time-sensitive tasks efficiently. Flexibility beyond regular hours is essential.

Qualifications

• Strong technical skills with calendars and task management.
• Experience in hospitality, events or client services is preferred.
• Ability to interact comfortably with various personalities.

Responsibilities

• Support the Chief of Staff with scheduling and calendar oversight.
• Assist with research projects and data organization.
• Track deadlines and follow-ups across projects.
• Manage time-sensitive logistics for the household.
• Assist with event preparation and support.

Skills

Technical proficiency with scheduling tools

Hospitality or client service background

Initiative-taking

Interpersonal skills

Service-oriented mindset

Job description

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)