Executive Assistant/House Manager Job at Grayson Search Partners, Highland Park, IL

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  • Grayson Search Partners
  • Highland Park, IL

Job Description

Job Description

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

Job Title: House 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 residences
  • Manage household staff including scheduling, supervision, and contract negotiations
  • 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

Financial & Administrative Support

  • 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, UHNW individual, 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

Job Tags

Contract work,

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