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