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Trucking Insurance Jobs (NOW HIRING)

Diedre Moire Corp.

Insurance Underwriter

Portland, OR · On-site

$100K - $300K/yr

Insurance - Trucking Insurance Underwriter - Portland, OR Insurance Underwriter Specialty Program Excess Surplus Commercial Lines Program Underwriter Truckers Trucking Transportation Inland Marine

HDVI

Physical Damage Adjuster

Greenville, SC · Remote

Technology meets Insurance. HDVI brings telematics, software and data together with commercial trucking insurance, taking transportation insurance and fleet risk management to the next level. Our ...

HDVI

Physical Damage Adjuster

Spartanburg, SC · On-site +1

Technology meets Insurance. HDVI brings telematics, software and data together with commercial trucking insurance, taking transportation insurance and fleet risk management to the next level. Our ...

HDVI

Liability Adjuster

Greenville, SC · Remote

Technology meets Insurance. HDVI brings telematics, software and data together with commercial trucking insurance, taking transportation insurance and fleet risk management to the next level. Our ...

HDVI

Physical Damage Adjuster

Greenville, SC · On-site

Technology meets Insurance. HDVI brings telematics, software and data together with commercial trucking insurance, taking transportation insurance and fleet risk management to the next level. Our ...

Cottingham & Butler

Inside Sales Executive

Dubuque, IA · On-site

Inside Trucking Insurance Sales Cottingham & Butler is one of the largest insurance brokerage firms in the nation. We specialize in trucking insurance solutions with top tier programs for all size ...

Cottingham & Butler

Inside Sales Executive

Dubuque, IA · On-site

Inside Trucking Insurance Sales Cottingham & Butler is one of the largest insurance brokerage firms in the nation. We specialize in trucking insurance solutions with top tier programs for all size ...

Kenan Advantage Group

CDL-A Truck Driver

Dubuque, IA

$18K - $21K/mo

Average monthly: $18,000 to $21,000 gross * Non-Trucking Insurance (Bob Tail) offered * Physical Damage Insurance offered * Occupational Accident Insurance offered * Paid Training on product handling ...

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Trucking Insurance information

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$25K

$65K

$121.5K

How much do trucking insurance jobs pay per year?

As of Aug 6, 2026, the average yearly pay for trucking insurance in the United States is $65,022.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,500.00 and $77,000.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive in trucking insurance?

To thrive in Trucking Insurance, you need a solid understanding of risk management, transportation regulations, commercial insurance policies, and strong analytical skills, often supported by a relevant degree or insurance licensure. Familiarity with insurance management software (such as AMS or Vertafore), quoting platforms, and regulatory compliance tools is highly beneficial. Strong customer service, negotiation, and problem-solving abilities help you build lasting relationships with trucking clients and carriers. These competencies are vital for navigating industry complexities, ensuring policy accuracy, and delivering tailored insurance solutions that protect clients' assets and operations.

What is trucking insurance?

A Trucking Insurance job involves selling, managing, and servicing insurance policies for commercial trucking businesses. Professionals in this field assess risk, provide coverage options, and ensure trucking companies comply with legal and financial requirements. They may work for insurance agencies, brokers, or as independent agents, helping clients protect their assets and operations. Responsibilities often include underwriting policies, handling claims, and advising trucking businesses on risk management strategies.

What are the most common challenges faced by professionals in trucking insurance?

Professionals in Trucking Insurance often encounter challenges such as staying updated with rapidly changing transportation regulations, managing claims involving large-scale property or cargo losses, and helping clients navigate complex coverage options. Balancing the needs of trucking companies with underwriting requirements and risk mitigation strategies requires attention to detail and resourcefulness. Additionally, responding quickly to claims and providing proactive risk management advice are key expectations in this fast-paced environment. However, overcoming these challenges helps build strong client relationships and enhances expertise in a niche insurance sector.

More about Trucking Insurance jobs
What cities are hiring for Trucking Insurance jobs? Cities with the most Trucking Insurance job openings:
What are the most commonly searched types of Trucking Insurance jobs? The most popular types of Trucking Insurance jobs are:
What states have the most Trucking Insurance jobs? States with the most job openings for Trucking Insurance jobs include:
What job categories do people searching Trucking Insurance jobs look for? The top searched job categories for Trucking Insurance jobs are:
Trucking Insurance jobs near you
Infographic showing various Trucking Insurance job openings in the United States as of July 2026, with employment types broken down into 1% As Needed, 70% Full Time, 23% Part Time, and 6% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $65,022 per year, or $31.3 per hour.

Licensed Commercial Insurance Producer

CALL PATTY INSURANCE SERVICES

Brea, CA • On-site

$90K - $150K/yr

Full-time

PTO

Re-posted 13 days ago

Job description

Company Description
Join One of California's Growing Commercial Insurance Teams! Call Patty Insurance Services is a specialized commercial insurance brokerage serving trucking, transportation, and small business clients across multiple states. With over 10 years of experience in the insurance market working with over 10,000 clients.
Compensation 
$90,000 – $150,000 annually based on production
Role Description
This is a full-time, on-site role for a Sales Agent with a California P&C license in Brea, CA.  

What You'll Do  
• Working with transportation, trucking, and commercial clients over the phone. 
• Quote, negotiate, and bind commercial insurance policies. 
• Manage leads and referral opportunities. 
• Build strong client relationships. 
• Collaborate with underwriting and service teams. 
• Achieve monthly sales and production goals. 
What We're Looking For 
Required: 
• Active California Property & Casualty License. 
• Strong communication and relationship-building skills. 
• Professional, self-motivated, and goal-oriented mindset. 
Preferred: 
• Commercial insurance experience of at least 3 years in the insurance industry. 
• Transportation or trucking insurance experience. 
• Bilingual English/Spanish. Or another language.  
Why Join Call Patty? 
• Competitive base salary 
• Uncapped commission opportunity 
• Qualified leads and marketing support 
• Streamlined quoting and binding process
• Established commercial insurance markets 
• Ongoing training and mentorship 
• Career advancement opportunities 
 
Benefits 
• Paid Sick Leave in accordance with California law 
• Paid Time Off (per company policy) 
• Professional Development Opportunities 
• Licensing and Continuing Education Support 

Pay Transparency 
In addition to base salary, employees may earn commissions and performance-based incentives. Multiple avenues for commission revue possibilities. Actual earnings vary based on individual production and performance.