Benefits:

Company parties

Competitive salary

Dental insurance

Flexible schedule

Opportunity for advancement

Training & development

Vision insurance

Build a professional B2B career working directly with business owners.

Midwest Select Insurance Group (MSIG) is seeking driven, full-time professionals who want more than an entry-level job. This opportunity is ideal for individuals interested in business, entrepreneurship, sales, marketing, and leadership, whether you’re coming from a business program or have proven motivation and grit from another path.

At MSIG, we train individuals to become trusted advisors to business owners (not product pushers). You’ll build real-world business skills, develop long-term client relationships, and grow a performance-based career with mentorship and structure.

MSIG is a Wisconsin-based independent insurance agency focused on business-to-business (B2B) insurance and risk management. We work with business owners, executives, and leadership teams to help protect and grow their companies through thoughtful insurance strategies.

Our agency is built around mentorship, professionalism, and long-term career development.

This is not a retail or transactional sales role.

At MSIG, you are trained to:

Consult with business owners and decision-makers

Identify risks and design insurance strategies

Build long-term client relationships

Develop and retain a high quality book of business

This role builds skills directly transferable to entrepreneurship, leadership, consulting, and high-level sales careers.

What You’ll Learn & Develop

Consultative B2B sales and communication

Relationship-building with business leaders

Professional prospecting and client management

Real-world business and risk strategy

Time management and accountability of results

Why New Professionals Succeed at MSIG

Highly motivated individuals succeed here because we provide:

One-on-one mentorship with experienced professionals

Hands-on training (no insurance experience required)

A clear growth path tied directly to effort and performance

A professional environment focused on learning and accountability

Many of our top producers started with no insurance background, but what they shared was work ethic and ambition.

MSIG's professional B2B model operates during standard business hours, allowing you to grow a lasting career while preserving time for family and personal priorities.

We’re looking for men and women who:

Are driven, coachable, and competitive with themselves

Want a professional career—not just a job

Enjoy building relationships and earning trust

Take ownership of their growth and results

Are interested in business, sales, entrepreneurship, or leadership

No insurance license required to apply. We provide guidance through licensing and onboarding.

Position Details

Employment Type: Full-Time

Location: Wisconsin (Eau Claire, Wausau, Pewaukee, Madison)

Career Path: B2B Sales / Professional Services

Training Provided: Yes

Why Choose MSIG?

1:1 mentorship and hands-on technical training

Access to top insurance carriers across business lines

Competitive commissions and long-term, high income potential

Collaborative, professional team environment

Clear path for advancement and a real opportunity for future ownership

Ready to Start Your Career?

If you’re ready to build a professional career where your effort directly impacts your success, apply today. We’re looking for individuals who want to grow, learn, and build something meaningful.

Flexible work from home options available.