Outside Sales Representative Entry-Level
Impact Insurance Agency | Full-Time | Independent Contractor | Local Territory
If you've spent time in education or coaching, you already know how much heart, energy, and dedication it takes to guide others. Many of our representatives come from classrooms, athletic programs, and mentoring roles where they cared deeply about the people they served — but eventually started looking for a path that offered more flexibility, professional growth, and long-term earning potential.
This opportunity allows you to keep using your communication skills, leadership presence, and ability to connect with people — just in a setting where your schedule, growth, and results are more within your control.
Instead of lesson planning, grading, or navigating the changing demands of the education system, you'll spend your time meeting with local businesses and their teams, helping employees understand supplemental insurance options that provide real support during unexpected life events.
You won't be expected to know insurance on day one. Our training is designed specifically for individuals transitioning from teaching, coaching, and other service-focused careers.
As an independent contractor, you'll manage your own local territory with flexibility — while still having structured guidance, mentorship, and a proven system to follow.
Connect with local small and mid-sized businesses in your community
Lead clear, educational conversations about benefit options
Help employees enroll and answer follow-up questions
Maintain organized notes, scheduling, and client relationships
Attend weekly training and professional development meetings
Build long-term partnerships through trust and consistency
Step-by-step onboarding — no prior sales experience required
Field mentorship and real-world learning opportunities
Health & Life licensing support and reimbursement
Coaching focused on communication, leadership, and relationship-building
A collaborative team culture that values encouragement over pressure
Commission-based earnings 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
Growth opportunities into mentoring, training, or leadership roles
Have experience as a teacher, coach, educator, mentor, or trainer
Enjoy guiding people and explaining complex ideas in simple ways
Want a sustainable pace while still making a meaningful impact
Communicate clearly and build trust naturally
Appreciate structure but also want autonomy in your workday
Are open to obtaining a Health & Life Insurance license (we help you through it)
We partner with local businesses to provide supplemental insurance solutions that help employees and their families feel supported when it matters most. Our culture emphasizes mentorship, collaboration, and steady growth — and many of our leaders began by transitioning from other people-focused careers.
If you're exploring what comes next after education and want a role where your people skills, leadership experience, and passion for helping others still matter — we'd love to connect.
https://www.theimpactinsuranceagency.com/
Outside Sales Representative Entry-Level • Williamsburg, KY, US
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