Part-Time Personal Assistant in Mid City (HYBRID - 25 hrs/week)
Seeking an exceptional Personal Assistant to support a retired (for now) entrepreneur managing a full family life, personal projects, travel, and future professional pursuits. This is not a traditional PA role. The right person provides structure, memory, and external regulation-not just scheduling. You build systems, document everything, anticipate needs, and offer thoughtful pushback when priorities drift or schedules overload. You enjoy ownership, accountability, and long-term partnership.
Responsibilities
- Manage calendars, appointments, and logistics across personal, family, and professional life
- Run weekly check-ins to review priorities, open loops, and follow-ups
- Help create and protect weekly structure around family, health, and important goals
- Prepare notes for appointments and meetings; ensure follow-through
- Maintain organized, documented systems for tasks, records, and processes
- Arrange domestic and international travel and manage loyalty programs
- Handle light admin, insurance claims, mail, and occasional errands
- Coordinate vendors, household needs, family events, and gifting
- Maintain a running database of lifestyle ideas (date nights, trips, experiences)
- Act as a proactive partner and occasional sounding board
Ideal Background
- Experience as a PA, EA, Chief of Staff, or similar senior support role
- Strong systems thinking, organization, and judgment
- Comfort with Google Workspace and modern tools (Notion/Airtable/task systems/AI)
- Ability to manage ambiguity and evolving scope
- Discreet, reliable, and comfortable offering respectful pushback
- Some flexibility for occasional evenings or travel-related needs
- Valid driver's license and reliable transportation
This role is a long-term partnership, not a checklist job. There is room for growth in this opportunity. The right person will find it meaningful and engaging; the wrong person will find it ambiguous. Apply tot his job Apply To this Job