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Contractor Services Representative

Landstar
paid time off, tuition assistance, 401(k)
United States, Illinois, Rockford
Jun 01, 2025

What is Landstar?

Landstar stands for safe, secure and reliable transportation services delivered by our unique network of small business owners. Independent agents and capacity providers operating under the Landstar umbrella enjoy the strength and support of one of the industry's most stable and successful companies. Our network of independent entrepreneurs provide customers with personalized service at the local level with the global reach and resources of a multi-billion dollar company.


Location: Rockford, IL

Schedule: Monday - Friday, 8am-5pm onsite

Salary rage: $17.72-$22.15 per hour, based on experience

What work will you perform?

As the first point of contact for independent truck owner-operators' payment settlements, you will address and resolve inquiries regarding payments and related details. Your role involves researching supporting information to ensure accurate resolutions and escalating issues to the appropriate department when necessary. By focusing on effective communication and understanding the needs of internal customers, you will drive effective outcomes to payment-related inquires; fostering owner-operator retention and promoting a high level of satisfaction.

Essential Responsibilities:



  • Assist Landstar contracted owner-operators (Business Capacity Owner) with initiation of payment settlement concerns
  • Document all calls that require action either within Contractor Services and/or other departments, serving as the liaison between owner operators and all associated Landstar departments
  • Perform follow-up calls and provide consistent monitoring of open concerns
  • Evaluate financial statistics for owner-operators and make suggestions of how to increase net settlements
  • Review/research owner-operator red file issues; debt balances and assist in resolution
  • Contact owner operators to discuss and collect negative balances and unreturned pre-trip advances due to the company
  • Provide approval/denial of financial advance requests up to $1,500
  • Investigate trip paperwork issues and if possible, retrieve, label, and forward for processing


Minimum Experience and Qualifications:



  • High school diploma or general education degree (GED) required
  • One year of customer support experience in a call center environment


Preferred Experience and Qualifications:



  • 6 months of transportation experience
  • 6 months experience with financial responsibilities


Knowledge, Skills, and Abilities:



  • Above average phone etiquette: ability to remain objective in escalated situations, maintaining composure and professionalism.
  • Ability to utilize internal resources for research purposes
  • Excellent organization, communication, and documenting skills
  • Strong mathematical skills; ability to understand financial information
  • Working knowledge of Microsoft applications
  • Ability to work in a time sensitive, constantly evolving environment
  • Flexibility to work Saturday and holiday rotations as scheduled (minimal)

Why work at Landstar?

Landstar is seeking hard-working and dedicated employees committed to exceeding the expectations of those we serve. We employ a highly diverse workforce and welcome employees from all cultures and backgrounds to our team.

Our workplace culture is second-to-none. Landstar provides a safe and professional work environment in which to thrive and grow. We offer competitive compensation, robust benefit plans including affordable medical plans, employer 401(k) match, paid time off, tuition assistance and much more.

If you want to be part of a top-notch transportation company with an emphasis on safety, service, teamwork, and dedication then Landstar is the place for you!

Landstar is an Equal Opportunity/Affirmative Action employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin or any other characteristic protected by federal, state or local laws. Landstar will provide reasonable accommodation to applicants with disabilities where appropriate. Applicants requiring reasonable accommodation for any part of the application and hiring process should send an e-mail to employment@landstar.com.

Privacy Policy

Landstar uses application information only for employment related purposes, including background investigations and regulatory compliance. Landstar will not disclose the information to any other person or entity, unless compelled by force of law. Landstar stores your application information on computers operated by Ceridian. This on-line application software is provided by Ceridian under an agreement which specifies that Ceridian will not disclose or make any use of application information stored on its secure servers.

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