Personal Assistant – CEO, Personal/Home Focus

Role Overview

• 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
• Coordinate and manage personal scheduling with precision
• Ensure calendars are optimized, conflict-free, and efficient
• Proactively identify and resolve scheduling issues before they arise
• 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
• Anticipate needs before they arise and take action
• Identify inefficiencies and improve workflows
• Act as a problem-solver, not just a task executor
• 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
• Work closely under the Executive Assistant
• Support overflow tasks and special projects when needed
• Contribute to a smooth, well-structured support system

Requirements

• 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
• Nice to Have: Experience managing family logistics
• Nice to Have: Exposure to luxury hospitality or travel environments
• Nice to Have: Strong systems/process mindset

Benefits

• 100% REMOTE
• $50 birthday bonus
• $200 testimonial bonus
• $500 entry monthly raffle
• NO TRACKER. NO PROBLEM