A recently exited founder is seeking an exceptional Personal Assistant to act as a true partner in managing a full, complex life. This role goes well beyond scheduling and logistics—it is for someone who brings structure, accountability, and systems thinking, and who can help the principal stay focused on priorities, goals, and well-being.
This is a trusted, long-term role for a highly capable, proactive professional who enjoys building order, documenting processes, and supporting a high-autonomy individual through thoughtful organization and gentle accountability. The role is in-person one day a week, otherwise remote with flexible hours but some need for assistance when needed.
This role calls for someone deeply comfortable with technology and with the authority and emotional intelligence to act as a thought partner and steady guide—helping shape, reinforce, and execute the next chapter with clarity and follow-through.
Responsibilities
- Own calendars, scheduling, reminders, and logistics across personal, family, and professional domains
- Act as a “mini chief of staff” for life: tracking goals, projects, and follow-ups; providing check-ins and accountability
- Prepare notes and context for appointments and meetings; ensure action items are captured and completed
- Organize and maintain highly findable digital and physical records (medical, personal, family, travel, etc.)
- Plan and manage domestic and international travel, including detailed itineraries and logistics
- Build and maintain living databases (family info, gift ideas, date nights, travel ideas, vendors, workflows)
- Coordinate with vendors, service providers, and external stakeholders
- Proactively identify overload, conflicts, or gaps and raise them early with sound judgment and discretion
- Document processes so tasks never get lost and delegation improves over time
Requirements
- 5+ years’ experience as a Personal Assistant, Executive Assistant, Chief of Staff, or similar senior support role
- Exceptional organizational skills with a “never repeat yourself” mindset
- Strong systems thinker with comfort using tools like Google Workspace, Notion/Airtable/ClickUp, and emerging AI tools
- Emotionally intelligent, confident enough to push back when needed, and calm under ambiguity
- Highly discreet, trustworthy, and professional
- Flexible to occasional evening/weekend needs
25hrs/wk
$45-50/hr
