Executive Personal Assistant

We are seeking a dynamic and resourceful Executive Personal Assistant to support a high net-worth individual in managing their personal and professional affairs seamlessly. The ideal candidate will be a proactive problem-solver with exceptional organizational skills, outstanding communication abilities, and a keen eye for detail. This role demands someone who thrives in a fast-paced environment, maintains the highest level of discretion and confidentiality, and anticipates needs while delivering thoughtful, tailored solutions.

Responsibilities

• Organize and oversee personal, professional, and charitable events. Assist with calendar maintenance and provide transportation as needed.
• Assist with incoming and outgoing communications, including emails, phone calls, and correspondence.
• Handle personal and professional errands, appointment bookings, and reservations. Manage household inventories and assist with personal purchases.
• Support financial tasks, including tracking expenses, reviewing invoices and contracts, and managing budgets for specific projects.
• Liaise with the family office, household staff, contractors, and service providers to ensure smooth operations and maintenance.
• Research and coordinate vendors/contractors, oversee minor renovation projects; assist with the day-to-day preventative and regular maintenance of the homes; prepare and stock homes for family/guests’ arrival.
• Manage and execute domestic and international travel. Ensure all travel documents are updated and manage document renewals.
• Conduct research on various topics, including travel destinations, dining options, products, and services.
• Provide support for ad hoc projects, events, and initiatives for the principal, broader family, and family foundation.
• Anticipate daily needs of family and Principal once established in the role.

This is a hybrid position, requiring some in-person work between family residences and family offices (northern suburbs and Chicago). Travel may be required seasonally. There may be an occasional need for evening or weekend availability.

Ideal Experience

• Bachelor’s degree with 5+ successful years of experience as an Executive Personal Assistant or in a similar role.
• Experience working with high-net-worth individuals or families, demonstrating a positive, can-do attitude.
• Strong written and verbal communication skills internally and externally.
• Superior capacity to prioritize and manage multiple diverse projects simultaneously.
• Must think strategically, make sound decisions, and produce accurate and timely results.
• Extremely detail-oriented with impeccable follow-up and follow-through skills.
• Ability to maintain strong, supportive relationships with family, office, household staff, and service providers.
• Must demonstrate integrity, confidentiality, and professionalism.
• Flexibility and adaptability to changing needs and priorities.
• Proficiency in Microsoft Office Suite; familiar with both Mac and PC.
• Valid driver’s license and reliable transportation to and from multiple locations.

How to Apply: