Senior Executive Assistant to the CEO | Executive Operations | Personal Concierge (Remote)

Compensation $10–20 USD per hour (Based on Experience & Demonstrated Ability) 30–40 Hours per Week Long-term opportunity with performance-based compensation reviews. I'm the Founder & CEO of a fast-growing company in security, events, and business services. My schedule shifts constantly, priorities compete, and very few days look alike. I'm looking for one exceptional Executive Assistant to become my right hand — someone who anticipates what I need before I ask, solves problems on their own, protects my time, and manages both my professional and personal life with minimal oversight. This isn't an entry-level administrative role, and it isn't a role for someone who needs constant direction. If you're naturally the person who brings order to chaos, thinks several steps ahead, takes ownership without being told, and takes real satisfaction in making someone else's life easier — I want to hear from you. This Is NOT a Typical Executive Assistant Position This role combines: -Executive Assistant -Executive Operations -Personal Concierge -Travel Coordinator -Calendar Manager -Inbox Manager -Project Coordinator Your Mission Create leverage for the CEO by removing work, reducing decisions, and ensuring nothing falls through the cracks. Responsibilities -Executive Support -Full email management -Draft professional correspondence -Organize and prioritize inbox -Calendar management -Protect executive time -Schedule meetings -Research -Track action items -Follow-up management Travel -Flights -Hotels -Rental Cars -Restaurant Reservations -Detailed Itineraries -Last-minute travel changes Personal Concierge -Medical appointments -Vehicle service -Personal purchases -Family scheduling Reservations -Miscellaneous personal tasks -Executive Operations -Keep projects moving -Coordinate with leadership -Prepare executive summaries -Organize documents -Track deadlines -Identify work that needs to be completed without being asked What Success Looks Like Within 90 days I should rarely have to think about: My inbox My calendar Follow-ups Travel Administrative work Personal logistics You solve problems before they become problems. You remove work from my plate. You make my life easier every single day. Work Schedule This is a remote position operating primarily during U.S. Eastern Time (EST/EDT) business hours. However, this is not a traditional 9:00 AM – 5:00 PM position. As the Executive Assistant to a CEO, priorities change, travel plans evolve, emergencies arise, and opportunities present themselves outside of normal business hours. This position is measured by results, responsiveness, and judgment—not by hours worked. Some days will be quiet. Other days will require immediate action, flexibility, and a willingness to adjust as priorities change. Qualifications Required: -Minimum 2–4 years supporting CEOs, Founders or C-Level Executives -Exceptional written and spoken English -Available during U.S. Eastern Time business hours -Excellent judgment -Extremely organized -Strong attention to detail -Able to work independently -High discretion with confidential information Technology Required: Google Workspace Microsoft 365 Gmail Outlook Google Calendar AI Tools (ChatGPT, Claude, Gemini) Preferred: -ClickUp -Project Management Software -Travel Booking Platforms This Position Is NOT For You If... You regularly say: "Just tell me what to do." "What should I work on next?" "I was waiting for your instructions." This is a role for someone who takes ownership, not someone who waits for direction. Application Instructions Applications that do not follow these instructions will not be considered. 1. Submit a 2–3 Minute Video Tell me: Who you are and your background in executive support Why this specific role caught your attention Describe how you handle a day where priorities change three times before noon 2. Answer These Questions -Tell me about the busiest CEO you've supported. -Give three examples of problems you solved without being asked. -Describe the most complex travel itinerary you've managed. -How would you organize an inbox with 1,500 unread emails? -What systems have you personally built that made an executive's life easier? -Which AI tools do you use every day? -Why are you among the top 1% of Executive Assistants? Applications without the required video and answers will not be reviewed.