Executive Assistant | Remote | Long-Term

About Me I'm an entrepreneur, content creator, and business owner. My time is best spent creating, making strategic decisions, and growing the business not managing logistics. I'm looking for a highly organized Executive Assistant who enjoys building systems, solving problems, and using AI to work smarter. This is a long-term role with opportunities to grow as my businesses grow. --- About the Role Your primary responsibility is simple: **Keep my life and businesses organized so I can focus on high-value work.** You won't just complete tasks; you'll own them from start to finish. We're intentionally starting with three core areas: * Travel Management * Personal Administration * Business Administration As we build trust, the role will expand. --- Responsibilities 1. Travel Management * Research and present flight options * Book flights, hotels, Airbnbs, and rental cars after approval * Create organized travel itineraries * Make restaurant reservations * Coordinate airport transportation * Research local activities when requested * Monitor travel changes and proactively communicate updates A large portion of my travel is **business-related**, so you'll need to keep **business travel completely separate from personal travel** for expense tracking and reimbursement purposes. --- 2. Personal Administration * Manage my calendar * Schedule appointments * Coordinate personal errands * Book restaurants * Schedule doctors, barbers, gyms, and other appointments * Organize reminders * Maintain personal documents * Help keep my week organized You'll also assist with administrative aspects of my music career, including scheduling studio sessions, coordinating content shoots, and organizing release timelines. --- 3. Business Administration Support my businesses by: * Organizing Google Drive * Building and improving SOPs * Coordinating contractors * Researching vendors and software * Preparing meeting agendas * Organizing documents * Tracking project deadlines * Following up with vendors or partners * General administrative support --- # AI Is Required This is **not** a traditional assistant role. We heavily leverage AI to improve speed and quality. You should already be comfortable using tools such as: * ChatGPT * Claude * Google Workspace AI tools (or similar) Your workflow should always be: Research with AI → Verify → Improve → Execute. If AI can produce an excellent first draft, we expect it to be part of your workflow. --- Who You Are You are someone who: * Loves organization * Pays attention to details * Thinks several steps ahead * Communicates professionally * Solves problems without constant supervision * Enjoys creating systems * Learns new software quickly * Is resourceful and proactive * Is comfortable working independently --- Required Skills * Excellent written and spoken English or Spanish * Strong organizational skills * Calendar management * Travel planning * Google Workspace (Docs, Sheets, Calendar, Drive) * Comfortable learning new software * Experience using AI tools professionally * Strong internet research skills --- Bonus Skills Not required, but a plus: * Notion * Project management software (ClickUp, Asana, Monday, etc.) * Basic bookkeeping or expense tracking * Music, entertainment, or startup experience * Event coordination * SOP documentation --- Success in This Role After 90 days, success looks like: * My calendar stays organized without constant input. * Travel planning is smooth and well-documented. * Business and personal travel are tracked separately. * Administrative tasks are handled proactively. * SOPs are continuously documented and improved. * I spend significantly less time on scheduling and logistics. --- Hours * Part-time to start (approximately 10–20 hours per week) * Opportunity to grow into a full-time position --- Compensation Please include: * Your hourly rate * Your weekly availability * Your time zone * Your typical response time during working hours --- To Apply DO NOT USE AI FOR THIS PART -- WE WILL CHECK IT AND DISQUALIFY YOU Please answer the following: 1. Tell me about yourself and your experience as an Executive Assistant. 2. What AI tools do you use regularly, and how do you incorporate them into your workflow? 3. Describe the most complex travel itinerary you've planned. (a Provided Copy would help) 4. Tell me about a time you improved an inefficient process. 5. What systems do you use to stay organized? 6. If you were asked to organize a CEO's calendar with meetings, travel, personal appointments, and deadlines, how would you approach it? 7. What would your first 30 days in this role look like? 8. If selected, are you immidiately ready for a meeting where we can discuss your onboarding?