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.

• 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.

• 5–7 years supporting a HNW principal, family office, or private household.
• Uncompromising discretion, judgment, and follow‑through; responsive and reliable.
• High‑touch service mindset and “force multiplier” orientation.
• 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.