Chief of Staff / Estate Manager- Downers Grove, Illinois

Our client is seeking a Chief of Staff / Estate Manager who can manage both high-level business tasks and Estate Management responsibilities for two entrepreneurs based in Downers Grove, Illinois. This position is responsible for implementing and refining policies and procedures, evaluating staff performance, and identifying areas for improvement.  The ideal candidate will demonstrate a strong work ethic, adaptability, and an ability to multitask under pressure.   

 Responsibilities:  

• Property Management: Oversee daily operations and maintenance of multiple properties.  

• Staff Management: Hire, train, and oversee household staff, ensuring they meet the highest standards of performance.  

• Develop and implement new policies and procedures to improve efficiency and quality of work.   

• Vendor & Contractor Coordination: Manage relationships with vendors and contractors, negotiating contracts and overseeing project quality and budgets.  

• Financial Oversight: Approve bills, coordinate payments, manage budgets, and review financial reports for accuracy.  

• Event Management: Plan and coordinate private events and family gatherings, managing all logistics and vendor coordination.  

• Travel & Logistics Coordination: Arrange and manage travel logistics for the principal and family, ensuring residences are prepared for arrivals and departures.  

• Personal Assistance: Provide personal support to the principal and family, handling confidential matters with discretion. 

• Manage confidential information and documents, ensuring that sensitive matters are handled appropriately and securely.   

Requirements:  

• 7+ years of similar experience 

• Flexibility to travel frequently to other properties 

• Proficient in Microsoft Office 365, Outlook, Word, Excel, and DocuSign  

• Proven success in managing complex calendars and international travel logistics.  

• Exceptional communication, time management, and organizational skills