Executive Assistant

TransChicago Truck Group
Elmhurst, IL
At TransChicago Truck Group, we keep the trucks and people that power our economy rolling. We’re a full-service commercial truck dealership representing Freightliner and Western Star by providing sales, service, and parts for the trucks that keep goods on the road. We’re a family-owned, fast-growing dealership group that values curiosity, teamwork, and growth. If you’re the kind of person who likes to learn by doing and see the impact of your work every day, you’ve found the right spot.

We're looking for a Executive Assistant who will provide support to our Corporate Leadership Team. This role will play a critical role in ensuring key priorities, communications, and meetings are executed smoothly across the organization. The ideal candidate for this role must have a strong work ethic, be willing to work flexible hours when called upon. This is a great opportunity for someone who enjoys being creative creative and enjoy working within a small, entrepreneurial environment that is goal-oriented, purposeful, and client-driven.

Essential Functions & Responsibilities:
  • Provide day-to-day administrative support to the Corporate Leadership Team, proactively anticipating needs and removing obstacles.
  • Manage multiple executives' calendars, including scheduling, prioritizing conflicts, and confirming logistics.
  • Serve as a “gatekeeper” to ensure effective use of executives’ schedules and identify win-win opportunities for direct access to executives’ time.
  • Coordinate domestic and occasional international travel, including booking travel and accommodations, creating itineraries, and completing any other necessary preparation.
  • Plan and setup in-person and virtual meetings (via Microsoft Teams or Zoom), including agendas, materials, note-taking, and action-item follow-up.
  • Assist with coordinating company-wide or high-priority customer events.
  • Manage a variety of special projects and tasks for the Corporate Leadership Team, providing proactive assistance, follow-through, and updates to the group as needed.
  • Compile, edit, and format presentations, reports, and spreadsheets for leadership and cross-functional meetings.
  • Prepare and submit expense reports on behalf of leadership team members.
  • Draft, format, and route confidential correspondence and internal communications as needed.
  • Provide administrative support in coordinating recruiting activities such as new hire orientations or recruiting events.
  • Maintain and distribute key pieces of documentation, such as business licenses, Certificates of Insurance, annual dealer license plates, updated vehicle insurance cards, and more.
  • Other duties as assigned.
Education and/or required experience:
  • 3+ years of experience as an Executive Assistant or in a similar administrative support role, preferably supporting senior leaders.
  • Strong proficiency with Microsoft Office suite and other technology platforms.
  • Proven ability to manage competing priorities, shifting deadlines, and confidential information with discretion.
  • Excellent written and verbal communication skills; able to communicate diplomatically across levels.
  • Highly organized and detail-oriented, with strong follow-through and a proactive, solutions-focused approach.
  • Comfortable working independently from start to finish on projects in an ambiguous, fast-moving environment.
  • Willingness to work flexible hours as business needs require.
Compensation & Benefits:
  • Compensation: $60,000-$85,000. Salary will be determined based on experience, competencies, certifications and education.
  • Benefits:
    • Medical Insurance
    • Vision Insurance
    • Dental Insurance
    • Life and AD&D Insurance
    • Disability Insurance
    • Flexible Spending Account (FSA)
    • 401(k) with company match
    • Paid Time Off (PTO)
    • Paid Sick Time
    • Paid Holidays
    • Additional voluntary benefits: We also offer a variety of other benefits including an Employee Assistance Program (EAP), Accident Coverage, Critical Illness, Cancer Insurance, Pet Insurance, and Identity Theft Insurance
TransChicago Truck Group is committed to a diverse and inclusive workplace. TransChicago is an equal opportunity employer and does not discriminate based on race, national origin, gender, gender identity, sexual orientation, protected veteran status, disability, age, or other legally protected status.

Posted 2026-03-20

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