Executive Assistant
$50k - $60kTrivium LLC
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
⚙️ What We’re Looking For
- 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
Compensation & Contract
- $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.
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