Overview

We are seeking an exceptionally organized, proactive, and detail-oriented Personal Assistant to support a CEO at a fast-moving luxury travel company.

This role goes beyond traditional assistant work — you will act as a true operator behind the scenes, ensuring the CEO’s personal and household life runs seamlessly.

You will work alongside the Executive Assistant, with a clear division of responsibilities:

• This role: Personal + household + life management

• Executive Assistant: Business operations

The ideal candidate is highly anticipatory, resourceful, and takes pride in solving problems before they arise.

Key Responsibilities

Personal & Household Management (CORE)

• Manage family calendars (CEO, spouse, children)

• Coordinate school communications, activities, and reminders

• Schedule appointments (medical, personal, fitness, etc.)

• Organize playdates, events, and household logistics

• Handle day-to-day personal administration

Calendar & Scheduling

• Coordinate and manage personal scheduling with precision

• Ensure calendars are optimized, conflict-free, and efficient

• Proactively identify and resolve scheduling issues before they arise

Communication & Coordination

• Manage personal correspondence with speed, discretion, and accuracy

• Handle follow-ups and ensure nothing falls through the cracks

• Communicate clearly and professionally on behalf of the CEO

Proactive Support & Anticipation

• Anticipate needs before they arise and take action

• Identify inefficiencies and improve workflows

• Act as a problem-solver, not just a task executor

AI & Efficiency Optimization (IMPORTANT)

• Use AI tools (e.g., ChatGPT, Claude) to improve efficiency

• Build systems, trackers, and workflows using AI

• Balance AI usage with critical thinking and accuracy

Collaboration

• Work closely under the Executive Assistant

• Support overflow tasks and special projects when needed

• Contribute to a smooth, well-structured support system

What We’re Looking For

• Exceptional attention to detail

• Strong written communication (polished, warm, professional)

• Ability to manage multiple priorities simultaneously

• High level of discretion and good judgment

• Self-starter mindset — able to figure things out independently

• Highly proactive and anticipatory approach

• Comfortable working in a fast-paced environment

• AI-savvy or open to learning AI tools (non-negotiable mindset)

Nice to Have

• Previous experience as a Personal or Household Assistant

• Experience managing family logistics

• Exposure to luxury hospitality or travel environments

• Strong systems/process mindset

Why Join

• Work with a high-performing, fast-moving team

• Strong growth opportunities within the business

• Flexible remote environment

• Exposure to the luxury travel industry

• Travel-related benefits
  
  
  
  Location: Remote
  Type: Full-Time
  Working Hours: 7:30 AM – 4:30 PM Pacific Time (Monday–Friday, 9-hour shift incl. 1-hour lunch)
  Flexibility: Occasional availability for urgent/time-sensitive matters