Executive Assistant to CEO

$53, + Full Benefits

We are an established, privately owned real estate investment and development company with a strong presence throughout the Chicagoland area. With decades of experience in the industry, we are involved in the acquisition, development, and management of residential and commercial real estate. Our company has built a strong reputation for thoughtful investment decisions, long-term relationships, and a hands-on approach to the business.

We are looking for an Executive Assistant to work directly with our CEO in a highly trusted and hands‑on role. This position will provide day‑to‑day executive support, helping the CEO stay organized, prepared, and focused while managing a variety of priorities across the business.

• Manage the CEO's calendar, meetings, appointments, and changing priorities
• Prepare the CEO for meetings by organizing agendas, materials, reports, and background information
• Coordinate internal and external meetings, conference calls, lunches, dinners, and business events
• Manage follow-ups and track action items to ensure commitments and deadlines are completed
• Prepare, organize, and maintain confidential documents, reports, presentations, and correspondence
• Coordinate communication between the CEO and employees, executives, clients, vendors, and other outside contacts
• Assist with business travel arrangements, including flights, accommodations, transportation, and itineraries
• Help manage special projects and initiatives on behalf of the CEO, ensuring details stay organized and deadlines are met
• Monitor incoming requests and determine priorities, making sure important matters are addressed promptly
• Provide occasional personal support, including appointments, travel, property‑related matters, and other requests
• Handle confidential and sensitive information with a high level of professionalism and discretion

• At least 1 year of experience supporting a CEO, executive, business owner, or other senior leader in an Executive Assistant or high‑level administrative role
• Strong calendar management and organizational skills
• Excellent written and verbal communication skills
• Strong attention to detail with excellent follow‑through
• Ability to manage multiple priorities and shifting deadlines
• Comfortable working independently and anticipating what needs to be done
• Strong proficiency with Google Workspace
• Professional, dependable, discreet, and comfortable handling confidential information
• Strong interpersonal skills and the ability to communicate with a variety of people
• Ability to travel between St. Charles and other Chicagoland locations as needed
• $53, annually, based on experience, plus a full benefits package.