Personal Assistant

Virginia

Chesapeake Search Partners
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CSP has partnered with a private client to hire a once-in-a-career opportunity for a master multitasker.


We're looking for a highly organized, proactive, and emotionally intelligent Personal & Executive Assistant to support a high-performing Principal juggling multiple high-level roles across professional and personal domains. This is not your average assistant job-it's a fast-paced, all-access pass to a high-impact life where you'll be the right hand, go-to fixer, and behind-the-scenes orchestrator.

You'll manage everything from complex scheduling and personal errands to household operations, travel planning, and confidential communications-all while anticipating needs before they arise. The ideal candidate is resourceful, tech-savvy, detail-obsessed, and thrives in ever-changing environments.

What You'll Do:

  • Own the Principal's day-to-day-calendars, calls, tasks, and logistics
  • Manage personal care needs, family schedules, and wellness coordination
  • Book and prep for high-level travel-domestic, international, and spontaneous
  • Oversee household operations, domestic staff, and maintenance projects
  • Plan events, coordinate social engagements, and handle RSVPs
  • Tackle personal shopping, meal planning, and thoughtful gift selection
  • Handle financial tasks like budgeting, bill pay, and expense tracking
  • Take on special projects, manage inboxes, streamline operations
  • Be a calm, reliable force in high-pressure, on-the-go moments
  • Uphold the highest standards of professionalism, discretion, and organization

What We're Looking For:

  • 3+ years in a similar high-touch role (Executive Assistant, Estate Manager, etc.)
  • Proven experience managing multiple calendars, inboxes, and properties
  • Tech-savvy with tools like Microsoft Office, Asana, Airtable, etc.
  • Emotionally intelligent, polished, adaptable, and solutions-oriented
  • Able to thrive in a fluid schedule, including nights, weekends, and travel
  • Valid driver's license & passport required

The Extras:

  • Competitive salary + performance bonus
  • Health, dental, vision, 401(k), PTO, and professional development
  • High trust, high autonomy, and the chance to truly make an impact

This is a role for someone who lives to bring order to chaos and finds joy in making someone else's world run seamlessly. If you're the kind of person who sees a need and fills it before anyone notices-it's time to apply.


Date Posted: 09 May 2025
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