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Claims & OS&D Specialist – LTL Freight

Job in Toronto, Ontario, C6A, Canada
Listing for: CSA Transportation
Full Time position
Listed on 2026-09-24
Job specializations:
  • Insurance
    Insurance Claims, Insurance Analyst
Salary/Wage Range or Industry Benchmark: 70000 - 85000 CAD Yearly CAD 70000.00 85000.00 YEAR
Job Description & How to Apply Below

Company Description CSA Transportation is a North American logistics company specializing in Less Than Truckload (LTL) freight services across Canada and the United States. With fifteen full-service terminals and extensive regional expertise, the company offers reliable coverage from coast to coast and across borders.

Role

Description:

The Claims & OS&D Specialist is a full-time, on-site position based in the Greater Toronto Area, Canada.

We are looking for a detail-oriented and experienced Claims & OS&D Specialist to join our Claims team.

This position is responsible for managing freight claims, and Overages, Shortages & Damages (OS&D) from initial notification through investigation, documentation, negotiation, and resolution.

The ideal candidate will have experience in LTL transportation, freight claims, cargo claims, insurance claims, or transportation operations
. We are open to candidates with strong claims and insurance experience who may have limited direct OS&D experience but have a solid understanding of claims investigation, documentation, liability, and settlement processes.

This is a hands-on role that requires strong attention to detail, investigation skills, communication, and the ability to work closely with customers, carriers, terminals, drivers, operations teams, and insurance partners.

Key Responsibilities:

  • Manage freight, cargo, and OS&D claims from initial notification through final resolution.
  • Investigate LTL freight claims involving overages, shortages, damages, loss, and concealed damage
    .
  • Review and verify supporting documentation, including BOLs, PODs, delivery records, photographs, inspection reports, invoices, packing lists, and other shipment records
    .
  • Investigate the circumstances surrounding damaged, lost, short, or over-delivered freight.
  • Coordinate with terminals, drivers, dispatch, operations, customers, carriers, and other internal departments to gather information and determine the cause of a claim.
  • Communicate with customers and carriers regarding claim status, required documentation, investigation findings, and resolution.
  • Work with insurance providers, brokers, and other external parties where applicable to support the claims process.
  • Assess documentation and available information to determine liability and support appropriate claim settlements in accordance with applicable requirements and company procedures.
  • Maintain accurate and complete claim files, including investigation notes, correspondence, supporting documents, settlement information, and follow-up actions.
  • Monitor outstanding claims and ensure timely follow-up and resolution.
  • Identify recurring damage, shortage, loss, handling, packaging, loading, or delivery issues and communicate trends to management and operations.
  • Analyze claims and OS&D data to identify root causes, trends, and opportunities for improvement.
  • Prepare regular reports and summaries on claims volume, types, trends, financial impact, and resolution status.
  • Support continuous improvement initiatives related to freight handling, LTL service quality, claims prevention, and OS&D processes.
  • Perform other related duties as required.

Qualifications:

  • 3+ years of experience in transportation, freight logistics, freight claims, cargo claims, insurance claims, or a related field.
  • Hands-on OS&D experience is strongly preferred, but candidates with strong freight/cargo claims or insurance claims experience are encouraged to apply.
  • Strong Knowledge of transportation documentation such as BOLs, PODs, and carrier freight claims.
  • Strong claims management and claims handling skills, with experience investigating, documenting, and resolving freight or insurance claims.
  • Analytical skills to review shipment data, identify patterns, determine root causes, and…
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