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Wisconsin Insurance Agent Jobs

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Build Your Professional Wisconsin Insurance Career:

Are you ready to launch a professional insurance career in Wisconsin that offers independence, growth, and long-term success? At Midwest Select Insurance Group (MSIG), we empower both newly licensed and experienced agents to thrive as independent insurance professionals. Based in Eau Claire, Wisconsin, our agency provides personalized training, advanced tools, and ongoing support to help you excel.

Whether you’re new to the industry or ready to move beyond the limits of a captive agency, MSIG offers a trusted path to building a respected, sustainable career in insurance.

What Makes MSIG the Right Place to Grow:

At MSIG, we don’t just hire insurance agents; we develop professionals who succeed. Here’s why agents choose to grow their careers with us:

Personalized Training from Industry Leaders

  • Work one-on-one with experienced MSIG mentors who guide you through prospecting, closing, and client management. You’ll gain the confidence and skills needed to start strong and succeed long term.

Access to Top Carriers & Full-Service Agency

  • Unlike captive agencies tied to a single brand, MSIG gives you access to an extensive and expanding network of carriers across all lines of insurance, including exclusive contracts other agencies can’t offer. This breadth empowers you to meet client needs more effectively and close more deals.

Competitive, High-Reward Commissions

  • We value hard work and results. That’s why MSIG offers some of the most competitive commissions in Wisconsin, rewarding both new sales and renewals to help you build lasting income.

A Supportive, Technology-Driven Team Culture

  • Join a collaborative environment where referrals, ideas, and knowledge are shared freely. With advanced tools and modern technology, you’ll work smarter, not harder, in a culture where success is shared, not hoarded.

Is MSIG the Right Fit for You?

We’re seeking driven, goal-oriented individuals who are ready to build lasting insurance careers in Wisconsin. Whether you’re just getting started or transitioning from a captive agency, MSIG offers the platform and mentorship to help you grow.

You’ll fit right in if you:

  • Want the freedom to shape your own success.
  • Strive to build a trusted, professional reputation in your community.
  • Enjoy connecting with people and earning their confidence.
  • Are motivated to grow both personally and professionally.
  • Take pride in delivering outstanding client service.

Current Career Opportunities at MSIG:

We’re expanding rapidly and seeking motivated individuals to join our growing team across Wisconsin. Explore our open positions below:

Commercial Insurance Agent

  • Partner with Wisconsin business owners to protect their operations with tailored coverage, including general liability, property, workers’ compensation, and inland marine insurance.

Employee Benefits Insurance Agent

  • Design and manage group benefit plans for businesses, offering medical, dental, vision, disability, and life insurance solutions that attract and retain top talent.

Personal Lines Auto & Home Agent

  • Help individuals and families safeguard their homes, vehicles, and valuables through comprehensive auto, home, and renters insurance policies.

Individual Life & Health Agent

  • Guide clients in choosing the right individual health, life, Medicare supplement, accident, disability, dental, and vision coverage to protect their well-being and future.

College Intern

  • Start your insurance journey with hands-on experience setting appointments, shadowing agents, and working directly with Wisconsin businesses. Many of our top professionals, including our Vice President of Commercial Insurance, Brendan Dooley, began their careers through this program.

Launch Your Professional Insurance Career Today

If you’re ready to take the next step toward a rewarding insurance career in Wisconsin, complete our quick application below, and our team will reach out within two business days.

Not licensed yet? No problem! Check out our article on how to become a licensed Wisconsin insurance agent.

Agent Success Stories:

“From day one, working with Brendan and the team at MSIG has been an incredible experience. I received hands-on training and guidance that set me up for success. The support and collaborative culture at MSIG make it easy to thrive as a commercial insurance agent. I'm proud to be part of the team, the results I've achieved so far, and excited about the opportunities ahead.”

Chris FoehserAccount Executive – Commercial Insurance, Pewaukee Office

“I got connected with our President, Chris Dooley, through my background in hockey—a relationship that opened the door to an incredible journey. I came in with zero experience, which, in hindsight, was the best way to start. With no preconceived notions, I dove into the world of insurance through relentless reading, studying, and lots of practice.

Early on, I had the opportunity to sit in on countless meetings with Chris and other leaders, observing how they approached clients and crafted plan designs. That exposure was invaluable. Over time, I went from knowing little to managing clients of all sizes across multiple states, working with a wide range of products.

I owe a tremendous amount to the MSIG team for believing in me and investing in my growth. They trained me from the ground up and helped me become a true professional.”

Curtis DepreyAccount Executive – Employee Benefits, Eau Claire Office

“Coming from a captive agency, joining MSIG has been a game-changer. Here, the team truly feels like family, with a support system built for success. We push each other to grow, to lead, and to become the best versions of ourselves both personally and professionally. That culture of support allows me to serve my clients with confidence, knowing I have a strong team behind me every step of the way.”

Jason PhillipsAccount Executive – Commercial Insurance, Eau Claire Office

“It was a clear decision when I joined the MSIG intern program in 2018. The training and support have been unmatched.”

Brendan DooleyVice President – Commercial Insurance, Eau Claire Office

“When I joined MSIG, I didn’t know insurance. I found a team that invested in me from day one with patient mentors, real training, and steady encouragement. Day one felt like the start of a career, not just a job. The people here make work fun, and they support you when it matters. I feel seen, appreciated, and part of a team that stands together.”

Micheala StelterLicensed Customer Service Representative, Eau Claire Office

Frequently Asked Questions (FAQs)

Do I need an insurance license to apply?

No. MSIG welcomes both licensed agents and those interested in getting licensed. We can help guide you through the licensing process.

How do I decide which insurance line to specialize in?

You’ll meet with an MSIG owner who will help match your skills and goals with the right insurance line.

Am I too new or inexperienced?

Not at all. Our structured training program equips even brand-new agents with the knowledge and confidence to succeed.

What’s a day in the life of an MSIG insurance agent like?

Every agent’s day looks a little different, which is the beauty of building your own professional career. Whether you’re meeting with Wisconsin business owners, helping families protect their homes, or working with clients on their benefits packages, our agents have the independence to shape their own schedules while enjoying the full support of a collaborative team. For a closer look, visit our Day in the Life blog series to hear directly from MSIG agents about their experiences.

What other growth opportunities are available?

MSIG offers multiple career paths, from specializing in niche markets to moving into management or building your own team, all with our full support and resources.

What if I’m currently a captive agent?

Transitioning to MSIG gives you the freedom to offer clients more options, earn higher commissions, and build a sustainable book of business.

Start Your Journey with MSIG Today:

At Midwest Select Insurance Group (MSIG), we believe success begins with the right support, mentorship, and opportunity. Whether you’re a new agent eager to learn or an experienced professional ready to grow independently, MSIG offers a place where your ambition is matched by our commitment to your success.

Here, you’ll find more than a job; you’ll find a career built on trust, growth, and community. From industry-leading commissions and advanced training to a culture that values teamwork and innovation, MSIG provides you with the tools to flourish in today’s insurance landscape. If you’re ready to build a fulfilling insurance career in Wisconsin, join a team that invests in your potential and encourages your progress every step of the way.

Apply now and take the first step toward a successful future with MSIG.

Apply Now
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Providing a Foundation for Success

To apply, complete our quick agent application.

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