Claims Specialist

Dynamic ConnectionsBurlington, ON
CA$55,000 - CA$65,000Onsite

About The Position

We tackle complex logistics challenges while trying to simplify the lives of our customers; as a Claims Specialist you are at the centre of protecting our customers’ interests and our business relationships. As a Claims Specialist, you’ll join our operations team supporting a portfolio of customers across fresh produce, tradeshow, and retail freight. Day to day, you will be responsible for managing freight claims from intake through final resolution – evaluating losses, investigating cold chain failures, negotiating with carriers and insurers, and working closely with operations to reduce risk and prevent recurrence. Transportation is a fast-paced environment; things change quickly, so we look for individuals who are tenacious, detail-oriented, and thrive on finding fair, timely outcomes. If you are analytical, persistent, and a strong communicator who is looking for a challenging and meaningful role, then we want you.

Requirements

  • Experience managing freight claims, including loss, damage, temperature deviations, spoilage, OS&D events, and service failures — from intake through settlement and closure
  • Knowledge of carrier liability, cargo insurance, bills of lading, and transportation regulations
  • Strong investigative instincts — you dig into cold chain records, reefer downloads, temperature readings, inspection reports, and delivery documentation to determine root cause and liability
  • Skilled negotiator — you work professionally and persistently with carriers, insurers, and customers to achieve fair and cost-effective outcomes
  • Exceptional attention to detail and strong documentation habits; your claim files are organized, complete, and audit-ready
  • Strong computer skills and proficiency with Microsoft Office Suite
  • High energy
  • Self-Starting
  • Highly collaborative
  • Relationship builders

Nice To Haves

  • Experience in the logistics, transportation, or freight brokerage industry
  • Familiarity with fresh produce, temperature-sensitive freight, tradeshow logistics, or retail/fixture freight
  • Experience working with cargo insurers, adjusters, or legal representatives on complex or high-value claims

Responsibilities

  • Managing freight claims from intake through final resolution
  • Evaluating losses
  • Investigating cold chain failures
  • Negotiating with carriers and insurers
  • Working closely with operations to reduce risk and prevent recurrence
  • Identifying recurring issues across carriers, lanes, commodities, or handling practices and flagging them to reduce future exposure

Benefits

  • Company paid laptop computer
  • Latest iPhone
  • Company paid phone plan
  • Monthly bonus structure
  • Potential for promotion as early as 9-12 months
  • Professional development courses
  • Opportunity to develop your career
  • Access to training, knowledge sharing and resources
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