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Entry Level Insurance Sales Representative Jobs in Wisconsin

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Entry Level Insurance Sales Representative information

See Wisconsin salary details

$29.3K

$64K

$100.9K

How much do entry level insurance sales representative jobs pay per year?

As of Sep 14, 2026, the average yearly pay for entry level insurance sales representative in Wisconsin is $64,038.00, according to ZipRecruiter salary data. Most workers in this role earn between $47,400.00 and $76,200.00 per year, depending on experience, location, and employer.

What does an entry level insurance sales representative do?

An Entry Level Insurance Sales Representative is responsible for selling insurance policies to new and existing clients. They explain different types of insurance coverage, assess customer needs, provide quotes, and help clients choose the best policies for their circumstances. This role typically involves reaching out to potential customers, maintaining relationships, and meeting sales targets. Entry-level representatives often receive training and work under the guidance of more experienced agents.

What are the key skills and qualifications needed to thrive as an entry level insurance sales representative?

To thrive as an Entry Level Insurance Sales Representative, you need a basic understanding of insurance products, sales principles, and often a high school diploma or equivalent. Familiarity with CRM software, quoting tools, and state insurance licensing is typically required. Strong interpersonal skills, active listening, and resilience help you build client relationships and handle rejection effectively. These skills and qualifications are crucial for meeting sales targets, ensuring compliance, and providing excellent customer service in a competitive industry.

What are some common challenges faced by entry level insurance sales representatives, and how can they overcome them?

Entry level insurance sales representatives often encounter challenges such as building a client base from scratch, handling initial rejections, and learning complex product offerings. To overcome these, successful representatives focus on consistent networking, leveraging mentorship from experienced colleagues, and participating in ongoing training programs provided by their company. Building strong communication skills and maintaining resilience are also key to turning early obstacles into long-term growth opportunities.

What is the difference between Entry Level Insurance Sales Representative vs Insurance Agent?

AspectEntry Level Insurance Sales RepresentativeInsurance Agent
Required CredentialsTypically no licensing required initially; licensing needed to sell policiesMust obtain state licensing and certifications to sell insurance
Work EnvironmentOffice, call centers, or remote; sales-focusedAgency offices, independent or company-owned
Employer & Industry UsageEntry-level role in insurance companies or agenciesLicensed professional selling insurance policies
Search & Comparison IntentEntry level, beginner, sales roleLicensed, experienced, sales professional

In summary, an Entry Level Insurance Sales Representative is typically an entry-level role requiring minimal initial licensing, focusing on prospecting and sales support. An Insurance Agent, however, is a licensed professional authorized to sell insurance policies, often with more experience and responsibility. Both roles are integral to the insurance industry but differ mainly in licensing requirements and experience level.

Is entry level insurance sales hard?

Entry level insurance sales representatives often face challenges such as building client relationships, understanding insurance products, and meeting sales targets. Success typically requires strong communication skills, product knowledge, and persistence, but the role can be manageable with training and experience.

What cities in Wisconsin are hiring for Entry Level Insurance Sales Representative jobs?

Cities in Wisconsin with the most Entry Level Insurance Sales Representative job openings:

Infographic showing various Entry Level Insurance Sales Representative 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 $64,038 per year, or $30.8 per hour.

Insurance Sales Representative - Uncapped Bonus Potential

Bayside, WI

Platinum Supplemental Insurance, Inc.
Insurance Services • 51 - 200 employees

$75K/yr

Full-time

Re-posted 3 days ago


Job description

Job Description

Ready to jump-start your career and take charge of your earning potential? At Platinum Supplemental Insurance, we’re looking for motivated individuals ready to learn, grow, and thrive in a fast-paced environment. Whether you’re a recent grad or simply seeking a fresh challenge, this is your chance to earn like a highly educated professional—our proven products and systems are your roadmap to becoming a top earner in sales. If you’re prepared to unlock your full potential, let us show you how to build a lucrative and rewarding future.

Why Join Platinum?

Four-Day Workweek

Travel Monday–Thursday to meet with farmers and small business owners, then enjoy your weekends off. Say goodbye to the daily grind and hello to a work-life balance that lets you recharge and spend time on what matters most.

Uncapped Earning Potential

This is a commission-based role, and many of our new reps earn $75,000 or more in their first year, with top performers exceeding $100,000. The sky truly is the limit when it comes to your income.

Ongoing Support & Resources

Focus on building relationships and closing deals while Platinum handles marketing, recruiting, back-office support, and customer service. You’ll also benefit from generous bonuses, annual renewal income, and luxury travel incentives for high achievers.

Cutting-Edge AI Training

Get an edge on the competition with our new AI-driven training platform. You’ll receive personalized feedback, interactive coaching, and real-time support to help you master Platinum’s proven 10-step sales system—faster and more confidently than ever before.

Your Day-to-Day

1. Travel to Your Territory: Meet potential customers (farmers, small business owners, and families) face-to-face to build trust and educate them about Platinum’s supplemental insurance solutions.

2. Leverage Our 10-Step Sales Process: Follow a time-tested system that helps you identify prospects, deliver compelling presentations, and close more sales—backed by our powerful AI training.

3. Stay Motivated & Collaborate: Work within a supportive, team-based culture that celebrates wins, shares best practices, and drives everyone to reach new heights.

What You’ll Enjoy

  • High Earning Potential, No Caps: Earn based on your performance and ambition, without hitting a salary ceiling.
  • Residual Income: Benefit from ongoing earnings long after closing a sale, creating a steady income stream.
  • Advancement Opportunities: Rise quickly through the ranks and take on leadership roles as you prove your abilities.
  • Quarterly Vacations: Earn the chance to recharge on exciting getaways with fellow top performers.
  • Company Trips & Events: Enjoy travel and experiences on us—bring a significant other along, all expenses paid.
  • Weekends Off: A Monday–Thursday work schedule means you get every weekend free for family time or relaxation.

Who Thrives Here

  • Go-Getters: You bring the hunger, discipline, and drive needed to excel in a commission-based environment.
  • Clear Communicators: You can connect with people from various backgrounds, build trust, and explain concepts in a simple, relatable way.
  • Continuous Learners: You’re excited to leverage AI-based training and mentorship to refine your skills and grow quickly.
  • Flexible Travelers: You’re comfortable with overnight travel Monday–Thursday and are 18+ years old.

Ready to Take the Leap?

If the idea of earning what you’re worth, mastering an innovative sales system, and enjoying a 4-day workweek excites you, we’d love to hear from you! Apply today and discover how Platinum can help you unlock a thriving career in sales.

About Platinum

Platinum Supplemental Insurance specializes in helping individuals, families, and businesses secure their financial futures through supplemental coverage. By bridging the gaps left by traditional health plans, Platinum’s products offer peace of mind when unexpected health issues arise. With a people-first mentality, robust training programs, and a commitment to growth, Platinum provides the ideal environment for sales professionals to excel—no matter where they’re starting from.

Join the Platinum team and see for yourself why so many have launched fulfilling, lucrative sales careers with us.

 
 
 

Platinum Supplemental Insurance logo

About Platinum Supplemental Insurance

Sourced by ZipRecruiter

Platinum Supplemental Insurance is a distinguished company in the insurance industry based in Dubuque, IA, US. Their official website can be found at pltnm.com. Founded on the pillars of resilience, excellence, and integrity, it has carved a niche for itself by offering an array of premium supplement insurance products. Their arsenal of products primarily caters to protecting the livelihoods of those living in heartland America, focusing on rural families.

Industry

Insurance services

Company size

51 - 200 Employees

Headquarters location

Dubuque, IA, US

Year founded

1995

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