Personal & Executive Assistant to CEO

Personal & Executive Assistant to CEO (Household Manager)

Position Summary

The Personal & Executive Assistant to the CEO (Household Manager) is a highly trusted role responsible for ensuring the Founder/Owner/CEO of PENN FS can operate effectively at work while being fully present with the family at home. This position manages the day-to-day logistics of the CEO's household and family schedule while providing light administrative support related to calendar and email management.The ideal candidate is organized, proactive, detail-oriented, and takes ownership of keeping both home and schedule running smoothly.

Core ResponsibilitiesHousehold & Family Management (Primary Focus)

• Oversee and manage daily household operations to ensure an organized, clean, and efficient home environment
• Handle laundry, light cleaning, and general household upkeep
• Manage family calendar across three schools, activities, and appointments
• Monitor school communications and ensure all deadlines, forms, and events are handled proactively
• Coordinate and schedule children's extracurricular activities, sports, and appointments
• Run errands and manage day-to-day family logistics

Childcare & Transportation

• Coordinate and assist with school drop-offs and pick-ups (primarily youngest child)
• Ensure children are prepared for school and activities (supplies, forms, schedules)
• Support logistics for after-school activities and events

Founder Support (Light Executive Assistance)

• Manage and maintain the Founder's calendar, including scheduling, confirmations, and adjustments
• Monitor email inbox and flag important items, organize messages, and assist with simple responses as needed
• Help ensure the Founder's time is prioritized and protected for highest-value activities

Administrative & Personal Organization

• Organize and track household bills, statements, and important documents (Founder retains payment responsibility)
• Maintain organized digital and physical filing systems
• Assist with personal errands, scheduling, and general coordination
• Proactively identify and solve logistical issues before they arise

Success Metrics (What Good Looks Like)

• Household runs smoothly with minimal oversight
• No missed school deadlines, activities, or commitments
• Founder's calendar is organized, efficient, and free of conflicts
• Inbox is consistently organized with key priorities clearly flagged
• Founder experiences reduced day-to-day stress and increased ability to focus at work and be present at home

Qualifications

• 2–5+ years in a Household Manager, Personal Assistant, or similar role
• Strong organizational and time management skills
• High level of discretion and trustworthiness
• Clear and professional communication skills
• Ability to manage multiple priorities and adapt to changing needs
• Proactive, detail-oriented, and solutions-focused mindset
• Valid driver's license and reliable transportation

Key Traits for Success

• Takes full ownership of responsibilities
• Anticipates needs before they arise
• Calm, flexible, organized and dependable
• Strong attention to detail
• Maintains professionalism in a blended personal/work environment

Work Structure

• Primarily in-person at the Founder's home with some coordination related to business schedule
• Hours aligned with family and school schedules
• Occasional flexibility required based on needs

Benefits

• Benefits: Health, dental, and 401(k) eligibility through PENN FS
• Paid time off aligned with company policy

Why This Role MattersThis role is essential in creating stability and efficiency across both the Founder's home and work life. By managing the day-to-day logistics, this position enables the Founder to focus on leading PENN FS while maintaining meaningful time with family.