Executive Personal Assistant

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