Personal Assistant to CEO (Personal / Home Focus)

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