Executive Assistant

Overview

Confidential Dealership | South Suburbs, Chicago | Full-Time | On-Site

A well-established automotive dealership in the south suburbs of Chicago is looking for a highly organized, detail-driven Executive Assistant to support the Dealer Principal and leadership team.

If you thrive on organization, love tracking details others miss, and want a role where your work directly impacts the bottom line, this is it.

You'll split your time between two areas:

Executive Support (approximately 40%)

• Manage the owner's calendar, travel arrangements, and daily schedule
• Coordinate events, meetings, and off-site engagements
• Prepare documents, reports, and presentations
• Handle correspondence and communication on behalf of leadership
• Serve as a gatekeeper and problem-solver for the executive office

Operations & Special Projects (approximately 60%)

• Track and secure factory incentive programs to ensure the dealership collects every dollar earned
• Monitor program requirements, deadlines, and compliance across departments
• Identify and recover missed incentives or money owed by the manufacturer
• Coordinate with department managers to hit targets and maintain standards
• Track training completions and certifications for sales and service staff
• Build and maintain tracking systems to ensure nothing falls through the cracks
• Take on special projects and initiatives as assigned by leadership
• Manage ordering of company apparel and promotional giveaways

• 2+ years experience in an administrative, executive support, or operations role
• Strong proficiency in Microsoft Office (Excel, Word, PowerPoint, Outlook)
• Excellent organizational skills with sharp attention to detail
• Ability to manage multiple priorities and meet deadlines consistently
• Clear, professional communication skills (written and verbal)
• Comfortable working independently and holding others accountable

• Experience using AI tools (ChatGPT, Claude, Copilot, etc.) to improve productivity and solve problems
• Genuine interest in learning new technologies and systems quickly
• Experience with incentive programs, compliance tracking, or vendor/manufacturer relationships
• Experience coordinating travel and events

• You're the person who catches the details everyone else misses
• You don't wait to be told what to do. You see a gap and fill it.
• You're comfortable asking questions and following up until you get answers
• You take ownership. When something is your responsibility, it gets done.
• You're energized by variety. No two days look the same, and you like it that way.

• Salary range: $65,000 – $68,500 based on experience
• Benefits package included
• Direct access to ownership and leadership team
• 401k with company matching
• A role with real impact. Your work directly affects the dealership's profitability
• Opportunity to grow with a dealership that invests in developing its people
• A leadership team committed to your personal and professional development

We are part of a dealership group committed to a simple philosophy: we develop people, not just deals. We believe that when you invest in your team, the results follow. We're looking for someone who shares that mindset and wants to be part of building something.

Submit your resume and a brief note telling us why this role interests you.