Sr. Claims Representative (Commercial Trucking/Transportation)

West Bend Insurance Company•West Bend, WI
•Hybrid

About The Position

West Bend is recognized as a Milwaukee Journal Sentinel Top Workplace and is seeking a Sr. Claims Representative specializing in Commercial Trucking/Transportation. This role involves investigating and managing complex claims from start to finish, evaluating liability, damages, coverage, and regulatory compliance. The representative will collaborate with various stakeholders to determine claim exposure and negotiate settlements, analyze evidence, and handle high-severity and litigated claims while maintaining strong customer service and cost containment. The position offers remote and hybrid work options, with hybrid schedules for candidates within 50 miles of an office location (West Bend, Madison, Appleton). Fully remote candidates may occasionally travel for in-person engagement.

Requirements

  • Experience handling commercial trucking claims
  • Experience handling complex bodily injury claims
  • Strong investigation, coverage analysis, and liability assessment skills
  • Proven negotiation and problem-solving abilities
  • Excellent communication and relationship-building skills
  • Experience working with attorneys and litigated claims

Nice To Haves

  • MCIEF, AIC, AINS, CPCU coursework, or other insurance education

Responsibilities

  • Investigate and manage complex commercial trucking and transportation claims from initial loss through resolution.
  • Evaluate liability, damages, coverage, and regulatory compliance issues involving commercial motor vehicles.
  • Collaborate with insureds, drivers, attorneys, law enforcement, expert vendors, and repair facilities to determine claim exposure and negotiate settlements.
  • Analyze accident reports, electronic logging data, driver records, and other evidence to support claim decisions.
  • Handle high-severity and litigated trucking claims while maintaining strong customer service and cost containment practices.

Benefits

  • Medical & Prescription Insurance
  • Health Savings Account
  • Dental Insurance
  • Vision Insurance
  • Short and Long Term Disability
  • Flexible Spending Accounts
  • Life and Accidental Death & Disability
  • Accident and Critical Illness Insurance
  • Employee Assistance Program
  • 401(k) Plan with Company Match
  • Pet Insurance
  • Paid Time Off (17 days standard first year)
  • Performance Bonus Plan (up to 18% of base salary)
  • Enhanced PTO may be available for experienced candidates
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