Back to the board

Insurance Agent Business to Business

100% remote Flexible hours Hiring now

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. Apply To This Job

Keep exploring

Litigation Insurance Adjuster (Remote)

100% remote Flexible hours

Remote Insurance Sales– Tampa, FL (33610) | Paid Training - Career Growth - Globe Life AIL

100% remote Flexible hours

Life Insurance Advisor - Remote (Commission-based)

100% remote Flexible hours

Licensed Life Insurance Agent – Remote | 1099 Commission

100% remote Flexible hours

Inbound Sales Agent (Remote)

100% remote Flexible hours

On-Demand Life Insurance Agent (contract, remote, 100% commission paid daily)

100% remote Flexible hours

Remote Medicare Agent – Full Benefits Offered!

100% remote Flexible hours

Licensed Medicare Insurance Agent (Remote)

100% remote Flexible hours

Sr. Manager Health Business Analytics, Medicare Risk Adjustment - Remote

100% remote Flexible hours

Licensed Medicare Insurance Agent — Remote_ W2 *_ INBOUND 100% +($20+Commision) Year Round!

100% remote Flexible hours

Senior Cloud Software Architect

100% remote Flexible hours

Experienced Data Entry Specialist – Administrative Support for arenaflex's QIC DME Team

100% remote Flexible hours

Experienced Customer Insights Specialist – Consumer Insights, Advanced Analytics, and Innovation

100% remote Flexible hours

Senior Talent Acquisition Specialist - Wholesale Insurance

100% remote Flexible hours

Contracts Manager

100% remote Flexible hours

Public Relations Specialist

100% remote Flexible hours

Insurance Producer - Greenville, SC

100% remote Flexible hours

Electronic Services Specialist – Merchant

100% remote Flexible hours

Experienced Remote Live Chat Agent/ Support Agent/ Online Chat Representative – Delivering Exceptional Customer Experience at arenaflex

100% remote Flexible hours

Experienced Full Stack Customer Support Representative – Live Chat Assistance for arenaflex

100% remote Flexible hours