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
