Sr Cash Application Specialist

Truckstop•Orlando, FL

11d•$60,000 - $70,000•Onsite

About The Position

At Truckstop, we have transformed the entire freight-moving lifecycle with our SaaS solutions. From freight matching to payments and everything in between, we are the trusted partner for carriers, brokers, and shippers alike. We lead this industry forward with our One Team mindset committing to principles such as assume positive intent, have each other’s back, and be your authentic self. Our drive for greatness produces high expectations, yet our regard for humans is even higher. Join a team of brilliant minds and generous hearts who care deeply about other's success. Please note: This is a full-time, in-person role based at our Boise or Orlando office Job Summary: The Cash Application Specialist ensures the accurate, timely, and efficient application of all incoming payments across Denim’s factoring operations. This role plays a vital part in maintaining a clean receivables ledger, minimizing unapplied cash, and supporting smooth daily funding activities. In addition, this position manages the First Source (FS) Cash Application team, overseeing all work completed in Bank of America’s IREC system, including debtor matching, exception handling, and quality control.

Responsibilities

Daily Payment Application
Apply all posted payments from the previous day with accuracy and timeliness.
Investigate and resolve payment exceptions, documenting all issues clearly in UC item descriptions
Charge back any short-paid and overage amounts per policy.
Review requested remittances and proactively clear unapplied cash as supporting information is received.
Management of First Source Team & IREC Workflows
Oversee the daily work of the First Source cash application team, ensuring quality, consistency, accuracy, and adherence to Denim standards.
Manage all work performed in Bank of America’s IREC system, including:
Debtor name and account matching
Resolving missing or mismatched debtor entries
Exception handling and routing
Clearing batches and preparing items for import into Denim systems
Train FS team members on Denim workflows, cash application logic, and exception-resolution expectations.
Establish productivity expectations, SLAs, and quality controls for FS team performance.
Serve as the operational escalation point for FS-related issues in IREC.
Partner with internal teams to ensure a smooth transition when migrating more volume from EXL to FS.
Unapplied Cash Management
Manage all unapplied cash over 60 days and release it to the client’s reserve when appropriate, unless it meets exception criteria such as refunds or suspected duplicates.
Manage refunds and ensure payments are sent back to the proper customer.
Process Optimization & Quality Control
Support enhancements to payment-application workflows to improve speed, accuracy, and automation. (Derived from “Optimize Payment Application Processes”)
Help build standardized exception handling processes for both Denim and FS teams.
Identify recurring issues in remittances, debtor setups, or payment metadata and work with Product/Engineering to improve data integrity.
Contribute to automation initiatives that reduce manual work and improve accuracy, especially related to debtor matching and payment ingestion. (Derived from “Automation & Process Innovation”)
Cross-Functional Collaboration
Work closely with Client Services to resolve payment discrepancies and obtain missing remittances.
Partner with Risk, Underwriting, and the Payments App Lead to ensure exception handling aligns with operational standards.
Communicate clearly with internal stakeholders when FS or Denim teams require additional information.