Fleet Safety Specialist
W. R. Berkley
Chicago, IL · Posted October 28, 2026
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About the job
Company Details
Carolina Casualty is a member company of W. R. Berkley Corporation , an insurance holding company that is among the largest commercial lines insurance writers in the United States. We specialize in liability, physical damage, cargo and other insurance solutions for the commercial auto markets including trucking, public transportation and others.
Join Carolina Casualty, where innovation meets purpose.
Carolina Casualty is a proud member of W. R. Berkley Corporation, one of the largest commercial lines insurers in the country. What sets us apart is not just our size, but how we work and who we are.
We specialize in liability, physical damage, cargo, and other insurance solutions for the commercial auto market, including trucking and public transportation industries that keep America moving. Our team tackles real, complex challenges for the people and businesses that make that possible every day.
At CCIC, we live by three simple truths:
Always do right. Integrity is not just a slogan. It guides every decision we make.
Everything counts; everyone matters. Every role, every voice, and every contribution help shape who we are as an organization.
Embrace innovation and act responsibly. We are willing to challenge the status quo while remaining thoughtful and committed to our people, customers, and partners.
If you are looking for a place where your work makes an impact, your ideas are valued, and doing the right thing is expected, we would love to meet you.
The company is an equal opportunity employer.
Responsibilities
The Fleet Safety Specialist provides risk management and safety services to trucking fleets within a multi-state territory and travels at least 60% of the time to support prospective and current clients.
• Provide risk management and safety services to trucking fleets within a multi-state territory• Conduct periodic consultative visits to prospective and current clients• Analyze information provided by potential insureds and provide Underwriting with clear, concise, and timely reports to assist with decisions on pricing and account acceptability• Analyze loss information to identify root causes and develop loss sensitive recommendations for clients to improve overall efficiency and effectiveness of their account• Provide education and training necessary to keep business partners current with risk control products and services as well as current industry standards• Share best practices with clients• Take initiative to keep business partners informed of emerging account issues• Conduct or assist with Marketing presentations to clients, agents, or outside groups• Build and maintain productive relationships with Underwriting and internal service teams, Agents/business partners, and client base• Create client satisfaction by demonstrating the value of risk control/safety services and respond to client needs• Develop and document success stories relating to measurable reductions in loss frequency and/or severity• Solicit client feedback to improve overall service• Maintain current knowledge of the regulatory environment (state/federal rules and regulations) pertaining to the transportation industry and exhibit desire to continue education in the transportation field• Maintain active involvement in local, state and national trucking associations/truck shows• Demonstrate effective planning, expense and cost control skills• Display positive image in the marketplace with all clients, including agency contacts, and maintain positive, professional appearance• Exhibit high level of expertise, leadership skills, and professionalism• Maintain good driving record• Perform other duties and/or projects as assigned
Qualifications
Qualifications:
5+ years of commercial transportation risk management, loss control, or fleet safety experience.
Exp in trucking safety/compliance.
Exp working in the insurance industry.
Experience conducting onsite risk assessments of trucking or commercial transportation operations.
Commercial auto insurance risk control or loss control experience strongly preferred.
Working knowledge of FMCSRs, DOT compliance, CSA, hours-of-service, driver qualification, and vehicle maintenance requirements.
Experience evaluating fleet operations, loss history, and safety controls and developing practical risk-improvement recommendations.
Ability to clearly document and communicate findings to clients and Underwriting.
Additional Company Details Only solicited resumes/candidate profiles that are submitted by a Berkley Preferred Agency Partner that have been requested by Berkley Internal Recruiting to engage in a particular search will be subject to the payment of Agency fees as defined in the formal agency agreement. Any unsolicited resumes/candidate profiles are not subject to payment of the agency fees. The company offers a competitive compensation plan and robust benefits package for full time regular employees which for this role include: • Base Salary Range: $70,000 – $130,000 • Eligible to participate in annual discretionary bonus. • Benefits: Health, Dental, Vision, Life, Disability, Wellness, Paid Time Off, 401(k) and Profit-Sharing plans. The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment.
Additional Requirements Location and Travel: • OH, IN, and IL • Travel: At least 60% within a multi-state territory.
Sponsorship Details Sponsorship not Offered for this Role