Financial Settlement Representative II

Loadsmart

Loadsmart

Accounting & Finance

Remote

Posted on Apr 29, 2026
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ARE YOU INTERESTED IN JOINING AN INNOVATIVE LOGISTICS TECHNOLOGY COMPANY?
Loadsmart is a growth-stage technology company valued at over $1 billion (a true Tech Unicorn)!
We are a collection of industry veterans and user-centered engineers using innovative technology to fearlessly reinvent the future of freight by helping shippers, brokers, warehouses and carriers to move more with less.
With headquarters in Chicago and a globally distributed remote team, Loadsmart continues to attract top talent committed to driving meaningful change. We seek professionals who embody our core values: curiosity, clarity, results, commitment, and teamwork.

We are seeking a strategic and detail-oriented Financial Settlement Representative to join our fast-moving Financial Operations Team. In this role, you’ll be pivotal in enhancing the financial interactions between our Shipper Sales and Carrier Procurement teams, with the aim of reducing Days Payable Outstanding (DPO) and Days Sales Outstanding (DSO). Your expertise in handling exceptions, managing document workflows, and implementing process improvements will be key to streamlining our operations. With your knack for problem-solving and effective communication, you'll ensure financial transactions are settled accurately and efficiently, reinforcing our commitment to operational excellence. Join us in a role that's not just about crunching numbers — it’s about crafting a financial framework that upholds our promise of delivering a seamless experience to our shippers and carriers.

WHAT YOU GET TO DO:

  • Audit and approve carrier payments
  • Review carrier submitted documentation accuracy, ensuring compliance with payable policy
  • Review documents and bills from carriers and resolve discrepancies
  • Manage fast-paced, high volume carrier emails
  • Understand and diagnose what the billing problem is, and how to fix it
  • Provide detailed review of vendor’s aging report
  • Process and submit customer invoice
  • Troubleshoot issues related to the customer invoicing process
  • Manage the invoice settlement process of a load from delivery to invoice issues for customers.
  • Constant communication with customers and vendors to resolve inquiries
  • Work in tandem with the rest of the financial settlement team to reduce our Days Sales Outstanding and Days Payable Outstanding Metrics

YOU HAVE EXPERIENCE:

  • Fluent in English - verbal and written
  • Industry Knowledge, background in brokerage
  • Min of 2 years within general finance, accounting, and or auditing
  • Skilled in Excel
  • Google Workspace
WORKING AT LOADSMART:
• Competitive base salaries - we believe in rewarding top talent
• Loadie Time Off - PTO and sick days without a limit
At Loadsmart, we believe our biggest asset is our people. We are proud to be an equal opportunity employer, hiring and developing individuals from diverse backgrounds and experiences to add to our collaborative culture. Loadsmart treats all candidates and employees with respect and does not discriminate in our recruiting, hiring, and promoting processes, including on the basis of race, color, religion, sex, age, sexual orientation, gender identity and/or expression, national origin, veteran status, or disability.
It is the policy of Loadsmart that all offers of employment made shall be contingent upon successful completion of electronic background check(s). These checks will be job-related, consistent with business necessity and conducted by our vendor, pursuant to all applicable laws, rules, policies and procedures of our candidates' specific locale.
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