Executive Administrative Assistant

Executive Assistant / Life Manager About the Role We are seeking a highly organized, proactive, and resourceful Executive Assistant / Life Manager to support a fast-paced entrepreneur managing multiple businesses, real estate assets, and personal responsibilities. This is a high-trust, high-responsibility role designed for someone who thrives in managing complexity, bringing order to chaos, and creating efficiency across both personal and business operations. You will act as a central right hand, ensuring the executive's life runs seamlessly so they can focus on business growth and strategic priorities. Key Responsibilities Personal & Household Management Coordinate household operations including cleaning staff, meal prep services, and vendors Ensure smooth daily home logistics for executive and partner Manage errands, personal requests, and day-to-day coordination Oversee pet-related scheduling and household needs Financial & Administrative Organization Organize and maintain overview of multiple properties and recurring bills Track utilities, invoices, and payment schedules to ensure nothing is missed Assist in basic financial tracking and expense organization Maintain structured systems for personal and business obligations Travel & Lifestyle Coordination Plan and manage domestic and international travel end-to-end Provide itinerary breakdowns, cost summaries, and recommendations Handle bookings for flights, hotels, dining, and experiences Manage last-minute changes and travel disruptions Executive Support & Communication Monitor and filter high-volume personal and business emails Identify priorities and provide daily/weekly email summaries Draft responses and coordinate follow-ups when needed Act as gatekeeper to protect executive time and focus Scheduling & Calendar Management Maintain structured calendars for executive and partner Coordinate meetings, personal commitments, and business obligations Anticipate scheduling conflicts and proactively resolve them Relationship & Personal Coordination Assist with personal gifting, reminders, and special events (birthdays, holidays) Help coordinate personal experiences and relationship activities (dinners, surprises, etc.) Support lifestyle organization to ensure efficiency and balance Requirements Proven experience as an Executive Assistant, Personal Assistant, or Life Manager Highly organized with strong attention to detail Ability to multitask across personal and business responsibilities Comfortable working in a fast-paced, always-on environment Strong communication skills (written and verbal) Proactive mindset ? anticipates needs before they are expressed Ability to handle confidential and sensitive information with discretion Must have reliable transportation and live near Washington, DC Tools & Systems (Preferred but Not Required) Google Workspace (Calendar, Gmail, Sheets) Microsoft Excel Task management tools (Notion, Asana, Monday.com, etc.) Experience with AI tools like ChatGPT is a plus Basic financial tracking tools or budgeting systems Benefits Location: Washington, DC (Hybrid / Flexible Local Presence Required) Position: Executive Assistant | Life Manager | Personal & Operations Support Type: Full-Time | 1099 Contractor (with potential for long-term engagement) Compensation: $50,000 ? $60,000 annually (DOE) + performance-based growth potential $50,000 ? $60,000 annually (based on experience) 1099 Independent Contractor arrangement 30-day probation period Opportunity for long-term growth based on performance Why This Role Is Exciting This is not a traditional assistant role. You will be the operational backbone of a high-growth entrepreneur's personal and business life, managing everything from household logistics to financial organization and travel coordination. If you thrive in ownership, fast execution, and high-impact support roles, this position offers autonomy, trust, and real responsibility. #J-18808-Ljbffr Trivium