Executive Assistant (Travel & Calendar Management)

We're looking for an Executive Assistant to support a high-profile entertainer and their family across a demanding global touring schedule. You will own all travel booking and coordination, manage a complex and constantly moving calendar, handle logistics across time zones, and serve as a trusted operational partner who can keep up with the pace of a world tour without dropping anything. This is a high-trust, high-velocity role. The principal travels constantly across multiple continents and expects an EA who responds quickly, anticipates needs, and handles logistics with zero margin for error. Being exceptionally responsive is not a nice-to-have here — it is the baseline. A strong plus is the ability to support content creation alongside the operational work. If you are detail-obsessed, calm under pressure, and can manage complex international travel logistics while staying one step ahead, this role is a strong fit. Why You'll Want to Join You will be paid in USD (bi-monthly: every 15th and 30th) Paid Time Off in accordance with company policy Observance of Holidays per company guidelines 100% remote setup so you can work wherever you're most productive This role requires strong overlap with US Pacific Time hours Work directly alongside a globally touring entertainer on a mission-critical operational role High-trust, high-ownership position with real variety and direct access to the principal What You'll Work On Travel Booking and Coordination Book, manage, and update flights, hotels, and ground transportation for a global touring schedule spanning multiple cities and continents simultaneously Compare routes, airline policies, pricing, luggage restrictions, and timing to find the best option every time Create clean, accurate itineraries with all confirmations, backup plans, and timing buffers included Monitor travel in real time and handle delays, cancellations, or re-routes immediately without waiting to be asked Coordinate logistics across venues, tour staff, managers, and agents across multiple time zones Calendar and Schedule Management Own a constantly moving, high-complexity calendar with complete accuracy across show dates, travel windows, meetings, press, and personal commitments Communicate schedule updates clearly and ahead of time to all relevant parties Ensure no conflicts, overlaps, or timing risks at any point in the schedule Keep the principal and their team informed and prepared for every commitment Day-to-Day Executive Support Manage logistics, reminders, checklists, and time-sensitive updates proactively Communicate with managers, agents, tour staff, venues, and assistants on behalf of the principal Maintain organized documentation for travel history, receipts, preferences, and key contacts Anticipate needs before they are stated and resolve problems quickly and quietly Content Support Assist with content creation and social media coordination as needed during tour Support capturing, organizing, and posting content that documents the touring experience Help maintain a consistent online presence alongside the operational workload What You Bring 3 or more years as an Executive Assistant, Travel Coordinator, or similar logistics-heavy role Expert-level international and domestic travel booking experience across multiple airlines, time zones, and countries Exceptional responsiveness — you reply fast, you follow up proactively, and you do not let things sit Mastery of Google Calendar and complex scheduling workflows High level of discretion and professionalism when working with a high-profile individual and their family Strong written and verbal English communication skills Unmatched attention to detail — accuracy is non-negotiable in this role Comfortable handling confidential information and working in a high-trust environment Strong overlap with US Pacific Time hours Nice to Have Experience supporting entertainers, talent, public figures, or high-profile families Content creation or social media experience alongside an operational support role Background coordinating travel across multiple continents simultaneously Familiarity with tour logistics, venue coordination, or entertainment industry workflows Experience managing logistics for a family, not just an individual principal How to Apply Please include: Your updated resume A short Loom video (1 to 2 minutes) introducing yourself, describing your experience booking complex international travel and managing high-stakes calendars, and explaining how you stay on top of a fast-moving schedule when multiple things change at once Only candidates who submit a Loom video will be moved to the next step of the hiring process. If you are detail-obsessed, exceptionally responsive, and can keep a global touring schedule running without missing a beat, this role gives you the trust, the access, and the direct impact to do your best work. Application Process Overview Our comprehensive selection process ensures we find the right fit for both you and our clients: Initial Application - Submit your application and complete our prequalifying questions Video Introduction - Record an video introduction to showcase your communication skills and work experience Role-Specific Assessment - Complete a homework assignment tailored to the position (if applicable) Recruitment Interview - Initial screening with our talent team Executive Interview - Meet with senior leadership to discuss role alignment Client Interview - Final interview with the client team you'd be supporting Background & Reference Check - Professional reference verification Job Offer - Successful candidates receive a formal offer to join the team Each stage is designed to evaluate your fit for the role while giving you insights into our company culture and expectations. We'll keep you informed throughout the process and provide feedback at each step.