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Insurance Customer Service Representative Jobs in Madison, WI

U-Haul

Customer Service Representative

Fort Atkinson, WI · On-site

$14.50 - $19.75/hr

Business travel insurance * You Matter EAP * LifeLock Identity Theft Protection * Critical Illness/Group Accident Insurance * Dave Ramsey's SmartDollar Program Customer Service Representative ...

U-Haul

Customer Service Representative

Fort Atkinson, WI · On-site

$14.50 - $19.75/hr

Business travel insurance * You Matter EAP * LifeLock Identity Theft Protection * Critical Illness/Group Accident Insurance * Dave Ramsey's SmartDollar Program Customer Service Representative ...

U-Haul

Customer Service Representative

Madison, WI · On-site

$16 - $22/hr

Business travel insurance * You Matter EAP * LifeLock Identity Theft Protection * Critical Illness/Group Accident Insurance * Dave Ramsey's SmartDollar Program Customer Service Representative ...

U-Haul

Customer Service Representative

Madison, WI · On-site

$16 - $22/hr

Business travel insurance * You Matter EAP * LifeLock Identity Theft Protection * Critical Illness/Group Accident Insurance * Dave Ramsey's SmartDollar Program Customer Service Representative ...

U-Haul

Customer Service Representative

Madison, WI

$16 - $22/hr

Business travel insurance * You Matter EAP * LifeLock Identity Theft Protection * Critical Illness/Group Accident Insurance * Dave Ramsey's SmartDollar Program Customer Service Representative ...

U-Haul

Customer Service Representative

Fort Atkinson, WI

$14.50 - $19.75/hr

Business travel insurance * You Matter EAP * LifeLock Identity Theft Protection * Critical Illness/Group Accident Insurance * Dave Ramsey's SmartDollar Program Customer Service Representative ...

U-Haul

Customer Service Representative

Madison, WI · On-site

$16 - $22/hr

Business travel insurance * You Matter EAP * LifeLock Identity Theft Protection * Critical Illness/Group Accident Insurance * Dave Ramsey's SmartDollar Program Customer Service Representative ...

U-Haul

Customer Service Representative

Madison, WI · On-site

$16 - $22/hr

Business travel insurance * You Matter EAP * LifeLock Identity Theft Protection * Critical Illness/Group Accident Insurance * Dave Ramsey's SmartDollar Program Customer Service Representative ...

U-Haul

Customer Service Representative

Madison, WI · On-site

$16 - $22/hr

Business travel insurance * You Matter EAP * LifeLock Identity Theft Protection * Critical Illness/Group Accident Insurance * Dave Ramsey's SmartDollar Program Customer Service Representative ...

Pro Mach

Customer Service Representative

Middleton, WI

$16 - $21.75/hr

The CSR is responsible for interfacing with customers while providing enhanced customer ... insurance, a generous paid time off program, and a retirement savings plan with a company match.

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All JobsInsurance Customer Service Representative JobsInsurance Customer Service Representative Jobs in Madison, WI

Insurance Customer Service Representative information

See Madison, WI salary details

$26.2K

$48.8K

$73.6K

How much do insurance customer service representative jobs pay per year?

As of Jul 28, 2026, the average yearly pay for insurance customer service representative in Madison, WI is $48,778.00, according to ZipRecruiter salary data. Most workers in this role earn between $40,300.00 and $55,400.00 per year, depending on experience, location, and employer.

What does a Customer Service Representative do in insurance?

An insurance Customer Service Representative assists clients by answering questions about policies, processing claims, and providing information on coverage options. They often use computer systems to manage customer accounts and must have good communication and problem-solving skills. The role typically involves working in an office environment and may require knowledge of insurance policies and customer service software.

What does an Insurance Customer Service Representative do?

An Insurance Customer Service Representative assists clients with their insurance policies by answering questions, processing policy changes, and resolving issues. They act as a liaison between customers and insurance companies, helping clients understand their coverage options and claims process. These representatives may also handle billing inquiries, provide quotes, and maintain accurate records. Their goal is to ensure customer satisfaction and support overall client retention.

What is the highest paying insurance agent job?

The highest paying insurance agent roles are typically senior or specialized positions such as captive agents working for large insurance companies or independent agents with a high volume of high-value policies. These roles often require extensive experience, strong sales skills, and sometimes advanced certifications, with top earners earning six-figure incomes through commissions and bonuses.

What are some common challenges faced by Insurance Customer Service Representatives and how can they be managed?

Insurance Customer Service Representatives often encounter challenges such as handling complex policy inquiries, managing high call volumes, and addressing upset or anxious clients. Success in this role involves strong communication skills, patience, and the ability to quickly learn and navigate insurance products and systems. Building rapport with clients and collaborating closely with underwriters and claims adjusters can also help resolve issues efficiently. Most organizations provide ongoing training and support to help representatives stay updated on products and best practices.

What are the key skills and qualifications needed to thrive as an Insurance Customer Service Representative, and why are they important?

To thrive as an Insurance Customer Service Representative, you need strong communication skills, attention to detail, and a basic understanding of insurance products, often supported by a high school diploma or equivalent. Familiarity with customer relationship management (CRM) software, insurance databases, and sometimes state insurance licensing is typically required. Patience, problem-solving abilities, and empathy help representatives effectively address client concerns and build positive relationships. These skills ensure accurate policy management and high levels of customer satisfaction in a competitive service industry.

What is the difference between Insurance Customer Service Representative vs Insurance Claims Adjuster?

AspectInsurance Customer Service RepresentativeInsurance Claims Adjuster
Required credentialsHigh school diploma; sometimes insurance-specific trainingHigh school diploma; often requires licensing and certifications
Work environmentOffice settings, call centers, customer support centersField and office work, inspecting claims, interviewing claimants
Employer and industry usageInsurance companies, agencies, brokeragesInsurance companies, third-party claims organizations
Common search and comparison intentCustomer support, policy inquiries, billing issuesClaim investigation, damage assessment, settlement processing

While both roles are integral to the insurance industry, Insurance Customer Service Representatives primarily handle customer inquiries and policy support, whereas Insurance Claims Adjusters focus on investigating and settling claims. Understanding these differences helps job seekers find the right career path within the insurance sector.

What is the highest paying customer service job?

Among customer service roles, senior positions such as customer service managers or specialized roles like technical support managers tend to have the highest salaries, often exceeding $70,000 annually. In industries like finance, technology, and healthcare, customer service professionals with advanced skills or certifications can earn higher wages, especially in leadership or specialized positions.

How much does a 215 license make?

An Insurance Customer Service Representative with a 215 license in Florida typically earns between $35,000 and $50,000 annually, depending on experience and location. Licensing allows representatives to sell specific insurance products, which can impact earning potential and job responsibilities.
What are popular job titles related to Insurance Customer Service Representative jobs in Madison, WI? For Insurance Customer Service Representative jobs in Madison, WI, the most frequently searched job titles are:
What job categories do people searching Insurance Customer Service Representative jobs in Madison, WI look for? The top searched job categories for Insurance Customer Service Representative jobs in Madison, WI are:
What cities near Madison, WI are hiring for Insurance Customer Service Representative jobs? Cities near Madison, WI with the most Insurance Customer Service Representative job openings:
Insurance Customer Service Representative jobs near you
Infographic showing various Insurance Customer Service Representative job openings in Madison, WI as of July 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $48,778 per year, or $23.5 per hour.

Insurance Customer Service Rep

Prairie Land Insurance Agency

Madison, WI • On-site

$40K - $50K/yr

Full-time

Medical, Retirement, PTO

Posted 18 days ago

Job description

Prairie Land Insurance Agency is a family-owned agency with deep roots in the community, founded in 1986 and proudly serving clients for nearly four decades. Today, the agency is a close-knit, three-person team where collaboration, trust, and relationships matter. We believe enjoying your work shows through in every client interaction. Our focus is not on being the biggest agency, but on being one of the best for both clients and employees.

We are seeking an Insurance Customer Service Representative to support our growing client base. This role is ideal for someone who values relationship-building, autonomy, and a positive, drama-free work environment. This is a long-term CSR role.

  • Base salary of $40,000 to $50,000 based on experience
  • Health and disability insurance 100% paid by employer
  • Flexible schedule with Monday through Friday hours
  • Paid time off, paid sick leave, and paid holidays
  • 401k with 3% employer match
  • Office snacks and coffee

If you are looking for a supportive, collaborative workplace where your voice matters, apply today!


Benefits

Annual Base Salary + Bonus Opportunities

Paid Time Off (PTO)

Flexible Schedule

Health Insurance

Disability Insurance

Hands on Training

Tuition Reimbursement

Mon-Fri Schedule

Career Growth Opportunities

Evenings off

Weekends off

Bonus Opportunities

Licensing Assistance

Work-Life Balance

Holidays Off

Paid Holidays

401k Plan

Continuing Education Opportunities

Paid Parking

Office Snacks and Coffee

Paid Sick Leave

Personal Workspace

Active Community Involvement


Responsibilities
  • Answer incoming calls, emails, and walk-in inquiries
  • Assist clients with coverage, billing, and basic claims support
  • Process policy changes, renewals, and endorsements
  • Maintain accurate client records and documentation
  • Follow up on renewals and outstanding client needs
  • Support team members with service and administrative tasks

Requirements
  • Active insurance license
  • Prior customer service experience
  • Strong communication and interpersonal skills
  • Organized with strong attention to detail
  • Comfortable multitasking in a fast-paced environment
  • Proficient with computers and agency management systems