Entry-Level Outside Sales Representative — Teachers, Coaches & Educators Welcome
The Impact Insurance Agency
Fort Atkinson, Wisconsin
Entry-Level Outside Sales Representative Teachers, Coaches & Educators Welcome
Company: Impact Insurance Agency
Pay: $65,000$85,000 average first-year income | Commission + Optional 6-Week Base Draw
Schedule: Full-Time | Independent Contractor
Industry: Supplemental Insurance | B2B Outside Sales
Location: Local Territory | In-Person
A Career Path for People Who Naturally Support Others
Many educators and coaches reach a moment where they want to keep helping people grow just in a new environment that offers flexibility, professional development, and long-term earning potential.
At Impact Insurance Agency, we partner with local businesses to provide supplemental insurance solutions that support employees and their families during life's unexpected moments. Teachers, mentors, and trainers often find this role to be a natural extension of what they already do best: building trust, encouraging others, and guiding meaningful conversations.
If you're someone who leads with empathy, enjoys connecting with people, and finds purpose in helping others succeed, this opportunity offers a rewarding next chapter.
The Opportunity
This entry-level outside sales role blends education, relationship-building, and ongoing client support. You'll meet face-to-face with business owners and employees, helping them understand benefit options in a way that feels clear, supportive, and approachable.
You don't need previous sales experience. Our structured training program is designed specifically for individuals transitioning from education, coaching, or other service-driven roles.
As an independent contractor, you'll manage your own local territory while working within a collaborative environment that provides mentorship, guidance, and consistency.
What You'll Do
Build genuine relationships with local business owners and their teams
Lead enrollment-style conversations that feel educational rather than sales-driven
Listen carefully and offer thoughtful, people-focused solutions
Support onboarding, follow-ups, and long-term client relationships
Manage appointments, scheduling, and territory activity
Participate in weekly collaboration, coaching, and professional development
Training & Support
Step-by-step onboarding designed for educators transitioning careers
Hands-on field mentorship and real-world learning
Health & Life licensing assistance and reimbursement
Coaching focused on communication, leadership, and relationship-based service
A collaborative culture built on encouragement, not pressure
Compensation & Structure
Commission-based income with performance bonuses
Average first-year income: $65,000$85,000 (performance-based)
Optional 6-week base draw while building your client base
Flexible daytime schedule with autonomy over your territory
Advancement opportunities into mentoring, training, or leadership roles
Ideal Background
This opportunity may resonate with you if you:
Have experience as a teacher, coach, educator, trainer, or mentor
Enjoy helping people feel confident in their decisions
Communicate with warmth, patience, and professionalism
Thrive in relationship-driven environments
Value collaboration and meaningful impact in your work
Are willing to obtain a Health & Life Insurance license (support provided)
Why Impact Insurance Agency
Our culture is built around service, collaboration, and genuine encouragement. Many of our leaders started in entry-level roles and grew through mentorship, consistency, and a strong desire to help others succeed both clients and teammates alike.
Apply Today
If you're ready to take the communication and leadership skills you've built in education and apply them in a people-focused professional career, we'd love to connect.
https://www.theimpactinsuranceagency.com/