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

Great work life balance working 9-4.

Job Title: Executive Assistant/Personal 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

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, 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