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Insurance Agent Trainee Jobs in Wisconsin (NOW HIRING)

Insurance Agent Trainee Location: HAYWARD, WI, 54843 Salary: $40000.0 - $60000.0/year $18$20/hour + Monthly Performance Bonuses Full-time | MondayFriday | No Weekends Start a Career in Insurance No ...

Insurance Agent Trainee

Hayward, WI ยท On-site

$40K - $60K/yr

Derek DeLisle - State Farm Insurance Agency | Hayward, WI $18-$20/hour + Monthly Performance Bonuses Full-time | Monday-Friday | No Weekends Start a Career in Insurance - No Experience Required Are ...

TRAINEE STATUS: Upon offer of employment, you will remain in trainee status until successful ... Profit Sharing Medical/Dental/Vision/Life/ Disability Insurance Medical Travel Reimbursement Legal ...

TRAINEE STATUS: Upon offer of employment, you will remain in trainee status until successful ... Profit Sharing Medical/Dental/Vision/Life/ Disability Insurance Medical Travel Reimbursement Legal ...

Upon offer of employment, you will remain in trainee status until successful completion of all ... Profit Sharing Medical/Dental/Vision/Life/ Disability Insurance Medical Travel Reimbursement Legal ...

Insurance Agent Trainee information

See Wisconsin salary details

$19.2K

$49.7K

$129.7K

How much do insurance agent trainee jobs pay per year?

As of Sep 14, 2026, the average yearly pay for insurance agent trainee in Wisconsin is $49,663.00, according to ZipRecruiter salary data. Most workers in this role earn between $27,394.00 and $43,373.00 per year, depending on experience, location, and employer.

What is an insurance agent trainee?

Insurance Agent Trainees are individuals who are undergoing training to become licensed insurance agents. They typically learn about different types of insurance policies, sales techniques, industry regulations, and customer service skills. During the trainee period, they often work under the supervision of experienced agents or managers, gaining hands-on experience with clients and insurance products. The goal is to prepare them for a full-time role as an insurance agent, where they will help clients choose appropriate insurance coverage and assist with claims and policy management.

What are the key skills and qualifications needed to thrive as an insurance agent trainee?

To thrive as an Insurance Agent Trainee, you need a basic understanding of insurance products, strong sales aptitude, and typically a high school diploma or equivalent, with state-specific insurance licensing required. Familiarity with customer relationship management (CRM) software, quoting systems, and digital communication tools is beneficial. Excellent interpersonal skills, active listening, and resilience help you build trust with clients and handle rejection constructively. These abilities are vital for effectively selling policies, meeting regulatory standards, and developing lasting client relationships in a competitive market.

What types of support and mentorship can an insurance agent trainee expect during their first year?

As an Insurance Agent Trainee, you can typically expect to receive structured support through formal training programs, regular guidance from experienced agents, and close supervision from agency managers. Many agencies pair trainees with mentors who provide valuable feedback on client interactions, sales techniques, and product knowledge. You'll also likely participate in team meetings and shadow senior agents to gain firsthand experience. This collaborative environment is designed to help you build confidence, develop essential skills, and transition smoothly into a fully independent agent role.

What is the difference between Insurance Agent Trainee vs Insurance Agent?

AspectInsurance Agent TraineeInsurance Agent
CredentialsMay require licensing or pre-licensing coursesMust have active insurance license
Work EnvironmentTraining environment, often supervisedFull responsibility for client policies and sales
Job RoleLearning and assisting; no independent salesIndependent sales, client management

The main difference is that an Insurance Agent Trainee is in a learning phase, often supervised and not yet fully licensed, while an Insurance Agent is licensed, responsible for client policies, and actively sells insurance products independently.

What are the most commonly searched types of Insurance Agent jobs in Wisconsin?

The most popular types of Insurance Agent jobs in Wisconsin are:

What cities in Wisconsin are hiring for Insurance Agent Trainee jobs?

Cities in Wisconsin with the most Insurance Agent Trainee job openings:

Infographic showing various Insurance Agent Trainee job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 84% Physical, 1% Hybrid, and 15% Remote job distribution, with an average salary of $49,663 per year, or $23.9 per hour.

Insurance Agent Trainee

Hayward, WI โ€ข On-site

StaffMyAgency LLC
Recruiting and Staffing Servicesย โ€ขย 1 - 10 employees

$60K/yr

Other

Posted 19 days ago


Job description

Insurance Agent Trainee

Location: HAYWARD, WI, 54843

Salary: $40000.0 - $60000.0/year

$18$20/hour + Monthly Performance Bonuses

Full-time | MondayFriday | No Weekends

Start a Career in Insurance No Experience Required

Are you someone people naturally turn to for advice?

Do you enjoy helping people, building relationships, and learning new things?

Derek DeLisle State Farm is looking for a motivated and personable Insurance Account Representative to join our team in Hayward, Wisconsin.

This is an opportunity to start a professional career in insurance while earning a competitive hourly wage, receiving hands-on training and mentorship, and developing valuable skills in customer service, sales, and relationship building.

You do not need prior insurance experience to apply. We're looking for someone who is dependable, personable, motivated to learn, and comfortable talking with people.

What We Offer

  • $18$20/hour
  • Monthly performance bonuses
  • Full-time, MondayFriday schedule
  • No weekends
  • No prior insurance experience required
  • Training and ongoing mentorship
  • Support with required insurance licensing
  • Professional office environment
  • Opportunities for advancement and increased earning potential
  • Opportunity to build a long-term career with a local State Farm agency

What You'll Do

As an Insurance Account Representative, you'll help customers understand their insurance options and help protect the things that matter most to them.

Your responsibilities will include:

  • Build and maintain relationships with customers and members of the local community
  • Help customers understand their insurance options
  • Provide friendly, knowledgeable customer service
  • Answer questions and help solve customer problems
  • Assist customers with their auto, home, and other insurance needs
  • Follow up with customers and prospective customers
  • Identify opportunities to help customers with their insurance needs
  • Learn insurance products, processes, and regulations
  • Work with an experienced team and receive ongoing coaching and mentorship

Who We're Looking For

You may be a great fit if you are:

  • Friendly and comfortable talking with people
  • A strong communicator
  • Dependable and professional
  • Motivated and goal-oriented
  • A quick learner
  • Customer-focused
  • Comfortable using computers and learning new technology
  • Interested in building a long-term career

Insurance Licensing

You do not need to already have an insurance license to apply.

We'll provide training and support to help you prepare for the required licensing.

Licensing costs are paid after six months of continued employment.

Compensation & Growth

Starting pay: $18$20/hour + monthly performance bonuses

As you develop your insurance knowledge, customer relationships, and sales skills, there are opportunities to increase your responsibilities and overall earning potential.

Top performers may have the opportunity to earn $60,000+ annually based on performance.

If you're looking for a position where you can start with training, develop professionally, and build a career, we'd like to hear from you. Apply today and we will follow up with the next steps in the interview process.