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Private Executive Assistant

Job in Boston, Suffolk County, Massachusetts, 02298, USA
Listing for: Stealth Real Estate Co
Full Time position
Listed on 2026-07-20
Job specializations:
  • Administrative/Clerical
    Office Administrator/ Coordinator, Virtual Assistant/ Remote Admin, Business Administration, Executive Admin/ Personal Assistant
  • Business
    Office Administrator/ Coordinator, Business Administration
Salary/Wage Range or Industry Benchmark: 125000 - 195000 USD Yearly USD 125000.00 195000.00 YEAR
Job Description & How to Apply Below

Massachusetts & South Florida | In-Person | $125,000-$195,000

A successful entrepreneur, investor, and commercial real estate business owner seeks a highly capable Private Executive Assistant to serve as a trusted right hand across both business and personal affairs.

This is not a traditional corporate Executive Assistant role. The position blends executive support, personal assistance, travel coordination, household logistics, real estate-related administration, project management, and day-to-day operational support.
This position requires exceptional flexibility, responsiveness, and personal investment in the success of the entrepreneur. The individual you will be supporting maintains a dynamic schedule and values having a trusted partner who can adapt quickly, remain closely connected, and step in whenever needed. Candidates seeking highly structured 9-to-5 environments are unlikely to find this role a fit.

The entrepreneur divides their time between the Boston, Massachusetts metro and South Florida throughout the year. This will require working in person in both locations as needed throughout the year for months at a time.

Responsibilities
  • Manage complex calendars, scheduling, and shifting priorities
  • Coordinate domestic and international travel, often with short timelines
  • Draft and manage correspondence and executive communications
  • Track projects, priorities, deadlines, and follow-through
  • Coordinate vendors, contractors, service providers, and personal logistics
  • Support real estate, household, administrative, and operational matters
Ideal Background

We are especially interested in individuals who have successfully supported:

  • HNWI
Who You Are
  • Highly organized and detail-oriented
  • Exceptionally responsive and dependable
  • Professional, discreet, and trustworthy
  • Anticipate needs before they become problems
  • Care about outcomes, not just completing tasks
  • Thrive in a role where business and personal responsibilities are interconnected
  • Comfortable staying closely aligned with the principal and adapting to changing priorities and schedules
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