Executive Administrative Assistant

Executive Assistant / Life ManagerAbout the RoleWe 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 ResponsibilitiesPersonal & Household ManagementCoordinate household operations including cleaning staff, meal prep services, and vendorsEnsure smooth daily home logistics for executive and partnerManage errands, personal requests, and day-to-day coordinationOversee pet-related scheduling and household needs Financial & Administrative OrganizationOrganize and maintain overview of multiple properties and recurring billsTrack utilities, invoices, and payment schedules to ensure nothing is missedAssist in basic financial tracking and expense organizationMaintain structured systems for personal and business obligations Travel & Lifestyle CoordinationPlan and manage domestic and international travel end-to-endProvide itinerary breakdowns, cost summaries, and recommendationsHandle bookings for flights, hotels, dining, and experiencesManage last-minute changes and travel disruptions Executive Support & CommunicationMonitor and filter high-volume personal and business emailsIdentify priorities and provide daily/weekly email summariesDraft responses and coordinate follow-ups when neededAct as gatekeeper to protect executive time and focus Scheduling & Calendar ManagementMaintain structured calendars for executive and partnerCoordinate meetings, personal commitments, and business obligationsAnticipate scheduling conflicts and proactively resolve them Relationship & Personal CoordinationAssist 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 balanceRequirementsWhat We're Looking ForProven experience as an Executive Assistant, Personal Assistant, or Life ManagerHighly organized with strong attention to detailAbility to multitask across personal and business responsibilitiesComfortable working in a fast-paced, always-on environmentStrong communication skills (written and verbal)Proactive mindset - anticipates needs before they are expressedAbility to handle confidential and sensitive information with discretionMust have reliable transportation and live near Washington, DCTools & Systems (Preferred but Not Required)Google Workspace (Calendar, Gmail, Sheets)Microsoft ExcelTask management tools (Notion, Asana, Monday.com, etc.)Experience with AI tools like ChatGPT is a plusBasic financial tracking tools or budgeting systemsBenefitsLocation: Washington, DC (Hybrid / Flexible Local Presence Required)Position: Executive Assistant Life Manager Personal & Operations SupportType: Full-Time 1099 Contractor (with potential for long-term engagement)Compensation: $50,000 - $60,000 annually (DOE) + performance-based growth potentialCompensation & Contract$50,000 - $60,000 annually (based on experience)1099 Independent Contractor arrangement30-day probation periodOpportunity for long-term growth based on performanceWhy This Role Is ExcitingThis 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.