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On behalf of our client we are looking for an Executive/ Personal Assistant to provide high-level support to a busy executive in Chicago, Illinois. This position requires someone who can manage complex scheduling, coordinate travel, and handle a mix of detail-oriented and personal tasks with discretion and precision. The ideal candidate is highly organized, responsive, and comfortable anticipating needs in a fast-paced environment.
Job Responsibility
Oversee a dynamic executive calendar, prioritizing meetings, appointments, and shifting commitments to keep daily plans running smoothly
Arrange domestic and international travel plans, including itineraries, transportation, lodging, and related logistics
Prepare for executive meetings by organizing schedules, confirming details, and ensuring all necessary materials are available in advance
Support personal assistant duties such as coordinating household-related requests, managing gift purchases, and handling special arrangements for family needs
Track and process business expenses, maintain accurate records, and help ensure timely submission of reimbursements
Serve as a dependable point of coordination for time-sensitive requests, following through on details with discretion and confidentiality
Requirements
10–15+ years of experience in a high-level Executive Assistant / Personal Assistant role
Proven expertise managing complex calendars and high-touch travel, including private jet coordination
Exceptional organizational, multitasking, and problem-solving skills
Strong emotional intelligence with the ability to work effectively with a reserved executive and family members
Comfortable handling sensitive personal matters with discretion and professionalism
Highly polished with a strong sense of ownership and accountability
Proactive, resourceful, and always thinking ahead
Flexible and available outside of standard business hours as needed
What we offer
Medical, Dental, Vision, PTO, holiday, owner invests money into an account after 1 year