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.
π§© Key Responsibilities
π Personal & Household Management
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Coordinate household operations including cleaning staff, meal prep services, and vendors
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Ensure smooth daily home logistics for executive and partner
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Manage errands, personal requests, and day-to-day coordination
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Oversee pet-related scheduling and household needs
π° Financial & Administrative Organization
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Organize and maintain overview of multiple properties and recurring bills
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Track utilities, invoices, and payment schedules to ensure nothing is missed
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Assist in basic financial tracking and expense organization
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Maintain structured systems for personal and business obligations
βοΈ Travel & Lifestyle Coordination
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Plan and manage domestic and international travel end-to-end
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Provide itinerary breakdowns, cost summaries, and recommendations
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Handle bookings for flights, hotels, dining, and experiences
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Manage last-minute changes and travel disruptions
π§ Executive Support & Communication
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Monitor and filter high-volume personal and business emails
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Identify priorities and provide daily/weekly email summaries
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Draft responses and coordinate follow-ups when needed
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Act as gatekeeper to protect executive time and focus
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Scheduling & Calendar Management
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Maintain structured calendars for executive and partner
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Coordinate meetings, personal commitments, and business obligations
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Anticipate scheduling conflicts and proactively resolve them
π― Relationship & Personal Coordination
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Assist with personal gifting, reminders, and special events (birthdays, holidays)
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Help coordinate personal experiences and relationship activities (dinners, surprises, etc.)
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Support lifestyle organization to ensure efficiency and balance
Requirements
βοΈ What We're Looking For
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Proven experience as an Executive Assistant, Personal Assistant, or Life Manager
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Highly organized with strong attention to detail
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Ability to multitask across personal and business responsibilities
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Comfortable working in a fast-paced, always-on environment
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Strong communication skills (written and verbal)
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Proactive mindset β anticipates needs before they are expressed
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Ability to handle confidential and sensitive information with discretion
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Must have reliable transportation and live near Washington, DC
π οΈ Tools & Systems (Preferred but Not Required)
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Google Workspace (Calendar, Gmail, Sheets)
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Microsoft Excel
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Task management tools (Notion, Asana, Monday.com, etc.)
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Experience with AI tools like ChatGPT is a plus
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Basic financial tracking tools or budgeting systems
Benefits
π Location: Washington, DC (Hybrid / Flexible Local Presence Required)
πΌ Position: Executive Assistant | Life Manager | Personal & Operations Support
π Type: Full-Time | 1099 Contractor (with potential for long-term engagement)
π° Compensation: $50,000 - $60,000 annually (DOE) + performance-based growth potential
π° Compensation & Contract
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$50,000 - $60,000 annually (based on experience)
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1099 Independent Contractor arrangement
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30-day probation period
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Opportunity for long-term growth based on performance
π 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.