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: RemoteType: Full-TimeWorking 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