Leadership Support Specialist

About the role

We are seeking a Leadership Support Specialist to join our dynamic and growing team at TransChicago Truck Group. Reporting to the Corporate Team, this role provides essential administrative and project support, ensuring smooth execution of key priorities, communications, and meetings.

Responsibilities

• Provide day-to-day administrative and project support for the Corporate Team, ensuring proactive follow-through and clear communication with the team.
• Draft and format presentations, reports, and communications for leadership and cross-functional meetings.
• Prepare and submit expense reports on behalf of leadership team members.
• Arrange domestic and occasional international travel, including booking transportation and accommodations, building itineraries, and completing any other necessary preparation.
• Plan and set up in-person and virtual meetings (via Microsoft Teams or Zoom), including agendas, materials, note-taking, and action-item follow-up.
• Assist with planning and coordinating company-wide or high-priority customer events.
• Provide administrative support in coordinating recruiting activities such as new hire orientations or recruiting events.
• Maintain and distribute key pieces of business documentation, such as business licenses, Certificates of Insurance, annual dealer license plates, updated vehicle insurance cards, and more.
• Other duties as assigned.

Requirements

• 3+ years of experience in a fast-paced administrative support role, preferably supporting senior leaders.
• Strong proficiency with Microsoft Office suite and other technology platforms.
• Proven ability to manage competing priorities and confidential information with discretion.
• Excellent written and verbal communication skills; ability to communicate across all 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.

Qualifications

• Education and/or Required Experience: Bachelor's degree preferred, but not required. 3+ years of experience in a fast-paced administrative support role, preferably supporting senior leaders.

Skills

• Microsoft Office Suite proficiency.
• Ability to manage multiple tasks simultaneously.
• Strong organizational and attention to detail skills.
• Excellent communication skills.
• Ability to work independently and in a fast-paced environment.

Benefits

• Compensation: $60,000-$80,000, with salary 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: Employee Assistance Program (EAP), Accident Coverage, Critical Illness, Cancer Insurance, Pet Insurance, Identity Theft Insurance.

Pay

$60,000 - $80,000 annually, commensurate with experience.

Schedule

Full-time position, with flexible hours as needed.