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Progressive Insurance Customer Service Jobs in Wisconsin

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Insurance Sales Specialist

Jackson, WI · On-site

$50K - $80K/yr

Previous experience in insurance, customer service, or other related fields * Ability to build rapport with clients * Strong negotiation skills * Excellent written and verbal communication skills

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Progressive Insurance Customer Service information

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

AspectProgressive Insurance Customer ServiceClaims Adjuster
Required CredentialsHigh school diploma or equivalent; some roles may prefer customer service certificationsHigh school diploma or equivalent; relevant licensing or certifications often required
Work EnvironmentCall centers, online support, in-person branchesField and office settings, inspecting damages, negotiating claims
Employer & Industry UsageInsurance companies, customer support centersInsurance companies, claims departments
Common Search & ComparisonCustomer service roles in insuranceClaims handling and adjustment roles

Progressive Insurance Customer Service representatives primarily handle policy inquiries, billing, and general support via calls or online platforms. Claims Adjusters focus on investigating and settling insurance claims, often requiring fieldwork and specialized training. While both roles work within the insurance industry, they differ in responsibilities, work environment, and required skills.

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

To excel as a Progressive Insurance Customer Service Representative, you need strong communication, problem-solving, and organizational skills, typically supported by a high school diploma or equivalent. Familiarity with customer relationship management (CRM) software, call center telephony systems, and basic insurance concepts or licenses is often required. Patience, active listening, and a customer-focused attitude help you stand out in handling diverse customer needs and resolving issues. These skills ensure efficient service, customer satisfaction, and adherence to company standards in a fast-paced insurance environment.

What are some common challenges faced by Progressive Insurance Customer Service representatives and how are they addressed?

Progressive Insurance Customer Service representatives often handle a high volume of diverse customer inquiries, ranging from policy questions to claims assistance. Balancing efficiency with empathy can be challenging, especially during peak periods or when dealing with upset customers. To address these challenges, Progressive provides comprehensive training, ongoing support from supervisors, and user-friendly technology to streamline tasks. Team collaboration and regular feedback sessions also help representatives continuously improve their problem-solving and communication skills.

How much do call center reps make at Progressive?

Progressive Insurance customer service representatives typically earn an average hourly wage of around $16 to $20, depending on experience and location. The role may also include benefits such as health insurance and paid time off, with opportunities for advancement and skill development in a call center environment.

What does a Progressive Insurance Customer Service representative do?

A Progressive Insurance Customer Service representative assists customers with questions about their insurance policies, helps file and manage claims, processes payments, updates account information, and resolves billing or coverage issues. They serve as the main point of contact for customers, providing support via phone, email, or online chat. Representatives aim to deliver prompt, friendly, and knowledgeable service to ensure customer satisfaction and retention.

Does Progressive offer work from home jobs?

Progressive Insurance Customer Service roles can be performed remotely, with many positions offering work-from-home options. These jobs typically require strong communication skills, computer proficiency, and the ability to work independently in a virtual environment.

How much do insurance agents make at Progressive?

Insurance agents at Progressive typically earn an average annual salary ranging from $40,000 to $60,000, depending on experience, location, and sales performance. Compensation may also include commissions and bonuses based on policy sales and customer service metrics.

Is it hard to get hired at Progressive?

Getting hired as a Customer Service representative at Progressive typically involves completing an online application, passing a skills assessment, and participating in interviews. The hiring process can be competitive, and candidates with strong communication skills and relevant experience tend to have better chances. Familiarity with insurance products and customer service tools can also be beneficial.
What are popular job titles related to Progressive Insurance Customer Service jobs in Wisconsin? For Progressive Insurance Customer Service jobs in Wisconsin, the most frequently searched job titles are:
Infographic showing various Progressive Insurance Customer Service job openings in Wisconsin as of June 2026, with employment types broken down into 88% Full Time, 6% Part Time, and 6% Contract. Highlights an 100% In-person job distribution.

Customer Service Representative - State Farm Agent Team Member

Mike Bafus - State Farm Agent

Franklin, WI

$17 - $19/hr

Full-time

Medical, Retirement, PTO

Posted 10 days ago


Key responsibilities

  • Answer client questions by phone, email, or in person.

  • Process policy changes, renewals, endorsements, and assist with billing questions and basic claims guidance.

  • Spot cross-sell and upsell opportunities during service conversations and conduct coverage reviews with current clients.


Job description

Benefits:
  • 401(k)
  • Competitive salary
  • Health insurance
  • Help or transport service
  • Opportunity for advancement
  • Paid time off
  • Training & development

Lets be honest
If you love helping customers and spotting opportunities to grow accounts, this role was built for you.
Were looking for someone who can deliver great service, build real relationships, and confidently recommend the right coverage when clients need more protection. This is not a cold-calling grind most opportunities come from our existing clients and inbound activity.
What Youll Do

Take care of our clients
  • Answer client questions by phone, email, or in person
  • Process policy changes, renewals, and endorsements
  • Explain coverage in plain English (no insurance jargon overload)
  • Help with billing questions and basic claims guidance

Grow the book (without being pushy)
  • Spot cross-sell and upsell opportunities during service conversations
  • Conduct friendly coverage reviews with current clients
  • Quote and bind new personal/commercial policies (based on your license)
  • Follow up on warm leads and referrals
  • Partner with producers to support new business

What Makes Someone Successful Here
  • You genuinely like helping people
  • Youre comfortable recommending solutions when clients have gaps
  • Youre organized and dont let details slip
  • You can juggle multiple conversations/tasks without getting flustered
  • You take ownership instead of waiting to be told what to do

Requirements
  • Property & Casualty license (or willingness to obtain within X days)
  • Insurance, customer service, or sales experience preferred
  • Strong communication skills (written and verbal)
  • Comfortable learning agency systems and quoting tools
What Youll Get

  • Competitive base pay + bonus/commission opportunities
  • Supportive team that actually helps each other
  • Established client base (not starting from zero)
  • Training and licensing support if needed
  • PTO and benefits:
  • Growth path into senior service, account manager, or producer roles

Why People Stay Here
We dont believe in high-pressure sales tactics or throwing new hires to the wolves. Youll get real support, clear expectations, and the chance to build a book the right way.
Apply now if you want a role where service skills and sales instincts both matter.