Executive Assistant/House Manager

Executive Assistant / Household Manager Evanston, IL & Jupiter/Stuart, FL | Full-Time | 35–40 Hours/Week A private household is seeking an experienced Executive Assistant / Household Manager to provide a combination of executive assistance, household operations, personal support, and project management across two residences. The family typically spends May–November in Evanston, IL and December–April in the Jupiter/Stuart, FL area. This is a hybrid role with onsite and remote work, travel between residences, and occasional international travel. This is an autonomous, hands-on role for someone who is proactive, resourceful, organized, and enjoys variety. The household already has housekeeping, cooking, and other professional support—the successful candidate will coordinate and oversee these resources rather than be expected to do everything themselves. Responsibilities include:

• Overseeing household operations, staff, vendors, maintenance, and contractors
• Managing recurring maintenance, property and vehicle records, renewals, invoices, and warranties
• Coordinating logistics between the Illinois and Florida residences
• Executive and personal assistance, including scheduling, appointments, errands, packages, returns, and travel
• Researching products, services, and solutions and making thoughtful recommendations
• Managing ongoing household and personal projects from start to finish
• Supporting meal planning, grocery shopping, and occasional food preparation, including researching healthy, calorie-conscious meals
• Providing proactive day-to-day organization, prioritization, and follow-through

Ideal candidate:

• Highly organized, proactive, resourceful, and independent
• Strong problem-solving and project-management skills
• Comfortable managing vendors, staff, and multiple priorities
• Excellent communication, judgment, and discretion
• Tech-savvy and comfortable learning new systems
• Flexible and adaptable
• Comfortable with travel between Illinois and Florida and occasional international travel
• Comfortable supporting a household with health-related needs
• Comfortable with cats

Schedule & Location:

• 35–40 hours/week
• May–November: Evanston, IL
• December–April: Jupiter/Stuart, FL
• Hybrid onsite/remote
• Seasonal housing provided when working outside the candidate’s primary residence
• Required travel expenses covered

Candidates currently in or near Jupiter/Stuart, FL or within approximately 20 minutes of Evanston, IL are encouraged to apply. A more detailed job description will be provided to candidates selected to move forward in the interview process. Interested candidates: Please send a resume and brief introduction/message regarding your experience and availability. Private Employer