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Personal Assistant

Company:
Chesapeake Search Partners
Location:
Fairfax County, VA
Posted:
May 15, 2025
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Description:

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.

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