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Executive Assistant​/House Manager

Job in Highland Park, Lake County, Illinois, 60035, USA
Listing for: Grayson Search Partners
Full Time position
Listed on 2026-01-25
Job specializations:
  • Administrative/Clerical
    Office Administrator/ Coordinator, Administrative Management, Virtual Assistant/ Remote Admin
Salary/Wage Range or Industry Benchmark: 60000 - 80000 USD Yearly USD 60000.00 80000.00 YEAR
Job Description & How to Apply Below

Fantastic opportunity to work for a highly reputable family in the Northern Suburbs of Chicago.

Job Title:
Property Manager / Executive Assistant

Overview

The House Manager / Executive Assistant will provide comprehensive personal, household, and administrative support to a High Net Worth Individual. This role requires exceptional discretion, organizational excellence, and the ability to manage complex, fast-moving priorities across both professional and personal domains. The ideal candidate is proactive, detail-oriented, service-driven, and comfortable operating with a high degree of autonomy.

Key Responsibilities Household & Property Management
  • Oversee day-to-day operations of private residence
  • Coordinate maintenance, repairs, renovations, and vendor relationships
  • Manage household budgets, expenses, invoices, and petty cash
  • Ensure property is maintained to the highest standards at all times
Executive & Personal Assistance
  • Manage the Principal’s calendar, scheduling, and reminders
  • Coordinate travel, including flights, accommodations, ground transportation, and itineraries
  • Handle correspondence, phone calls, emails, and confidential communications
  • Assist with personal projects, research, and ad hoc requests
  • Act as a gatekeeper and point of contact on behalf of the Principal
  • Maintain organized digital and physical filing systems
  • Track personal and household expenses; prepare reports as needed
  • Manage bill payments, subscriptions, and account administration
  • Support compliance, insurance, and documentation management
Confidentiality & Risk Management
  • Handle highly sensitive personal, financial, and business information with absolute discretion
  • Anticipate issues and proactively resolve problems
  • Ensure privacy, security, and confidentiality at all times
Qualifications & Experience
  • Experience as a House Manager, Executive Assistant, Personal Assistant, or similar role supporting a HNI, or C-level executive
  • Strong organizational and multitasking skills with exceptional attention to detail
  • High level of professionalism, discretion, and emotional intelligence

    Excellent written and verbal communication skills
  • Tech-savvy; proficient in calendars, email, spreadsheets, and household management tools
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