Hiring: Executive Assistant Company: Wintrust Financial Corporation Location: Rosemont, IL Job Posted Time: 2026-09-03 11:08:01 About the job Experience: •3-5 years of relevant experience •11 years) and Employee Recommended award by the Globe & Mail (past 6 years) •5 years of relevant experience Required Skills: •Managing the daily schedule and travel of CEO, President, and COO. •Scheduling and organizing travel itineraries and travel arrangements (airline, hotel, car services). Assisting with expense reports. •Assist in setting up/coordinating meetings. Working with vendors on external venues. Coordinating catering and meals for meetings. •Keeping Track of monthly executive Meetings. Sending Reminders to Team Members. Creating agenda Deck by collecting and consolidating updates from other executives. •Keeping track & Scheduling special events. Putting resources out for meetings. Creating Name Tags for CEO & Team Members. •Tracking meetings, agenda setting, gathering information, deck assimilation, designing announcement slides for all company meetings. •Support projects for the Managing Sales Directors. •Administrative support including filing, copying, and typing correspondence, presentations, spreadsheets, etc. Qualifications: •Proven experience of recognizing the necessity of adhering to pre-established timetables without compromising on quality •Anticipate the needs of leadership by proactively managing complex calendars •Demonstrated capacity to manage seamless logistics for meetings and presentations including booking venues and prepping materials •Highly proficient in Microsoft Suite •Background in financial or insurance industry a plus •High degree of personal integrity to build and maintain trust across senior leadership, internal teams and external partners Compensation: •Competitive pay and discretionary or incentive bonus eligible Interested candidates, please apply directly through the job posting on company's career page or try via AI auto apply on this platform. Don't miss this opportunity to join a forward-thinking team!