Estate Manager/Personal Assistant

Mack & Associates, Ltd.; Winnetka (IL); On-site; USD 125,000 - 150,000; Full time

Job summary

A private household in Winnetka is seeking an experienced Estate Manager/Personal Assistant to ensure smooth day-to-day operations of the primary residence and vacation home. The role requires managing all household logistics, vendor relationships, and maintenance schedules. Ideal candidates will have 5-7 years of experience in similar environments, strong organizational and problem-solving skills, and a commitment to professionalism. The position offers a competitive salary between $125,000 and $150,000 depending on experience.

Qualifications

• 5–7 years of experience managing private households or high-end properties.
• Strong leadership and communication skills.
• Excellent organizational abilities and attention to detail.

Responsibilities

• Manage daily household operations and property maintenance.
• Oversee budgets, expenses, and inventory management.
• Coordinate with service providers and contractors.

Skills

Leadership

Communication

Problem-solving

Organizational skills

Attention to detail

Budget management

Proficiency in tech tools

Self-motivated

Tools

Smart home systems

Job description

Pay Range

This range is provided by Mack & Associates, Ltd. Your actual pay will be based on your skills and experience – talk with your recruiter to learn more.

Base pay range: $125,000.00/yr - $150,000.00/yr

A private household in Winnetka is seeking a detail‑oriented and experienced Estate Manager/Personal Assistant to take full responsibility for the smooth day‑to‑day operation and upkeep of the main residence and vacation home. This is a full‑time, in‑person position, operating primarily Monday through Friday, with flexibility for after‑hours or weekend needs. The Estate Manager/Personal Assistant will oversee all household logistics, maintenance, and vendor relationships to ensure the home is meticulously maintained to the highest standards. The position calls for an organized, resourceful professional who thrives on managing details, anticipating needs, and creating efficient systems. This offers a competitive salary between $125,000–$150,000 depending on experience.

Responsibilities

• Manage all aspects of daily household operations, including property maintenance, scheduling, and vendor oversight
• Develop and implement maintenance schedules, ensuring timely attention to all property needs
• Oversee household budgets, expense tracking, and inventory management
• Coordinate and supervise service providers, contractors, and seasonal projects
• Provide oversight during home renovations and special projects
• Maintain household organization systems across closets, storage, pantry, etc.
• Maintain high standards of cleanliness, organization, and presentation throughout the property
• Tech savvy; knowledge with smart home systems and troubleshooting
• Handle household correspondence, documentation, and record keeping
• Provide day‑to‑day support to household members while maintaining discretion and professionalism
• Establish systems and procedures that enhance efficiency and consistency within the household
• Act as the primary point of contact for all external vendors, including landscapers, security, and property management

Qualifications

• Minimum of 5–7 years of experience managing a private household, estate, or similar high‑end property
• Strong leadership, communication, and problem‑solving skills
• Excellent organizational abilities and meticulous attention to detail
• Comfortable managing budgets, expenses, and operational systems
• Tech‑savvy and proficient with scheduling and household management tools
• Self‑motivated, proactive, and able to anticipate needs before they arise
• Committed to maintaining the highest level of confidentiality and professionalism

Location: Winnetka, IL