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Executive Personal Assistant

C-SUITE ASSISTANTS
Litchfield, CT Full Time
POSTED ON 6/2/2026
AVAILABLE BEFORE 7/1/2026

Executive Personal Assistant to HNW Principal, Family Office, Roxbury, Ct.

A HNW principal in Roxbury Ct seeks a true right hand Executive Personal Assistant to manage her family office, dynamic household, calendar, travel, and events with polish and discretion. You’ll work primarily on-site at the country estate with some flexibility to work remotely depending on what is going on. This is a strategic, high-touch role for someone who anticipates needs, protects time, and can elevate execution across multiple projects with little intervention.

About the Job

  • Serve as trusted gatekeeper; manage calendars, priorities, and commitments.
  • Prioritize inbox, craft emails and correspondence;
  • Plan domestic/international travel with detailed itineraries
  • Oversee estate operations: maintenance, vendor management, and records.
  • Coordinate household staff support payroll coordination.
  • Plan and manage intimate dinners, parties, and events with a “high touch” mastery.
  • Manage personal logistics: errands, gifting, appointments, reservations.
  • Handle expense reports, credit card payments, bill pay, and purchase tracking; reconcile statements
  • Lead special ad hoc projects:
  • Maintain absolute discretion and confidentiality with a solutions-first approach.
  • Base Salary, Bonus, Comprehensive Healthcare, 401K.

About You

  • 5–7 years supporting a HNW principal, family office, or private household.
  • Bachelor’s degree.
  • Uncompromising discretion, judgment, and follow-through; responsive and reliable.
  • High-touch service mindset and “force multiplier” orientation.
  • Excellent written and verbal communicator;
  • Proficient with Microsoft Office Experience with AI productivity tools A PLUS
  • Strong project and event management skills.
  • Warm, polished, equally comfortable running errands, reconciling cards, and executing elegant intimate events and dinners.
  • Able to work regularly in Litchfield County on the estate where there is an office. Valid driver’s license and car required.
  • A love of nature and the arts a PLUS


Salary.com Estimation for Executive Personal Assistant in Litchfield, CT
$77,882 to $95,256
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