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Outside Sales Representative Entry-Level

  • Outside Sales Representative Entry-Level job type Posted on: Nov 02, 2026
  • Outside Sales Representative Entry-Level experience level The Impact Insurance Agency
  • Outside Sales Representative Entry-Level employment type Milton, Delaware
  • Outside Sales Representative Entry-Level employment type Onsite
  • Outside Sales Representative Entry-Level salary Full-time

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Job Title :

Outside Sales Representative Entry-Level

Job Type :

Full-Time

Job Location :

Milton Delaware United States

Remote :

No

Jobcon Logo Job Description :

Job Description

Job Description
Teachers & Educators Ready for a Different Kind of Impact

Outside Sales Representative Entry-Level
Impact Insurance Agency | Full-Time | Independent Contractor | Local Territory

 


 

Bring Your Experience Into a New Setting

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.

 


 

What This Role Looks Like

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.

 


 

Day-to-Day Responsibilities
  • 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
     

 


 

Training Designed for Career Changers
  • 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
     

 


 

Compensation & Flexibility
  • 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
     

 


 

This Could Be a Strong Fit If You…
  • 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)
     

 


 

About Impact Insurance Agency

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.

 


 

Interested in Learning More?

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/

 
 

Jobcon Logo Position Details

Posted:

Nov 02, 2026

Reference Number:

bddfc355

Employment:

Full-time

City:

Milton

Job Origin:

ziprecruiter

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Job Description

Job Description
Teachers & Educators Ready for a Different Kind of Impact

Outside Sales Representative Entry-Level
Impact Insurance Agency | Full-Time | Independent Contractor | Local Territory

 


 

Bring Your Experience Into a New Setting

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.

 


 

What This Role Looks Like

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.

 


 

Day-to-Day Responsibilities
  • 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
     

 


 

Training Designed for Career Changers
  • 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
     

 


 

Compensation & Flexibility
  • 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
     

 


 

This Could Be a Strong Fit If You…
  • 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)
     

 


 

About Impact Insurance Agency

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.

 


 

Interested in Learning More?

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/

 
 

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