Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Sales Representative & Field Trainer -- Educators Welcome

$85k - $105k

The Impact Insurance Agency

Job Description

Job Description

Sales Representative & Field Trainer — Educators Welcome

Company: Impact Insurance Agency
Full-Time | B2B / Direct Sales
Compensation: $85,000–$105,000 per year (draw pay, commissions, and bonuses)
Schedule: Monday–Friday, weekends as needed
Location: Local Territory (In-person) | Hybrid flexibility
Type: Full-Time | Independent Contractor
Industry: Supplemental Insurance | B2B Outside Sales

 

 

Lead, Teach, and Make an Impact Beyond the Classroom

Many teachers, coaches, and educational leaders reach a point where they want to continue helping people — but in a role that offers more flexibility, autonomy, and long-term growth.

At Impact Insurance Agency, we partner with local businesses to provide supplemental insurance solutions that support employees and families during life's unexpected events. Professionals from education and coaching backgrounds thrive here because the work draws on familiar strengths: guiding others, building trust, mentoring, and explaining complex information with clarity.

This opportunity isn't about leaving service behind — it's about taking your leadership, communication, and mentoring skills into a professional setting where you can teach, train, and lead while continuing to make a meaningful difference.

 

 

The Role

As a Sales Representative & Field Trainer, you'll combine client-focused B2B sales with mentorship and training responsibilities. You'll work directly with business clients while supporting newer representatives as they learn our systems, refine their approach, and grow their own territories.

Working as an independent contractor, you'll manage your local territory with autonomy, backed by structured guidance, leadership support, and ongoing professional development opportunities.

 

 

What You'll Do
  • Lead face-to-face meetings with business owners and leadership teams to introduce supplemental insurance programs

  • Educate employees with clear, consultative presentations

  • Guide clients in making informed benefit decisions with a service-first approach

  • Mentor and coach new representatives, providing field training and professional guidance

  • Maintain client records, schedule appointments, and plan your territory strategically

  • Participate in weekly development meetings, training sessions, and leadership discussions

 

 

Training & Support
  • Structured onboarding designed for educators and coaches transitioning into sales and leadership

  • Health & Life licensing assistance and reimbursement

  • Hands-on mentorship and leadership coaching

  • Ongoing professional development focused on communication, compliance, and client service

  • Collaborative team culture built on encouragement, growth, and shared success

 

 

Compensation & Growth
  • Target earnings: $85,000–$105,000 annually (draw pay, commissions, and bonuses)

  • Weekly draw available while building your book of business

  • Performance-based incentives and advancement opportunities

  • Remote/Hybrid flexibility with local in-person client meetings

  • Clear pathways into senior sales, training, or leadership roles

 

 

Ideal Background

You may be a strong fit if you:

  • Have experience as a teacher, coach, or educational leader with mentoring or leadership experience

  • Communicate confidently and build trust with diverse audiences

  • Enjoy guiding others through complex decisions and supporting team growth

  • Are seeking a professional role that balances independence, leadership, and purpose

  • Are organized, self-directed, and comfortable managing relationships

  • Are willing to obtain a Health & Life Insurance license (support provided)

 

 

Why Impact Insurance Agency

We value professionalism, collaboration, and steady growth. Many of our representatives transitioned from education or coaching and found success applying their skills in a role that allows them to lead, mentor, and make a meaningful impact — all while gaining flexibility and long-term career growth.

 

 

Apply Today

If you're ready to bring your teaching, coaching, or mentoring experience into a leadership-focused career in sales and training, we'd love to connect and learn more about your goals.

 

 

Vacancy posted 19 days ago
Similar jobs that could be interesting for youBased on the Sales Representative & Field Trainer -- Educators Welcome in Milton, DE vacancy
  • $65k - $85k

     ...Description Entry-Level Outside Sales Representative Teachers, Coaches & Educators Welcome Company: Impact Insurance...  ...moments. Teachers, mentors, and trainers often find this role to be a natural...  ...careers Hands-on field mentorship and real-world learning... 
    Field
    Full time
    For contractors
    Local area
    Flexible hours

    The Impact Insurance Agency

    Rehoboth Beach, DE
    24 days ago
  • $75k - $95k

     ...Job Description Job Description Sales Representative Educators & Coaches Transition Role Company:...  ...from education or leadership roles Field mentorship and leadership coaching...  ...Have experience as a teacher, coach, trainer, or education professional Are confident... 
    Field
    Full time
    For contractors
    Local area
    Remote work
    Weekend work

    The Impact Insurance Agency

    Milton, DE
    15 days ago
  • $75k - $95k

     ...Job Description Job Description Sales Representative Helping Educators Make an Impact Beyond the Classroom Outside Sales Representative Impact...  ...Who Guide Others After years in the classroom, on the field, or in coaching, many educators and coaches realize they... 
    Field
    Full time
    For contractors
    Local area
    Remote work

    The Impact Insurance Agency

    Rehoboth Beach, DE
    19 days ago
  • $22 per hour

     ...A bachelor’s degree is not required . We welcome applicants with relevant experience in disability services, human services, education, behavioral health, workforce development,...  ...health, workforce development, or a related field may also be considered. Strong... 
    Field
    Hourly pay
    Full time
    Temporary work
    Part time
    Work at office
    Local area
    Monday to Friday
    Flexible hours
    Weekend work
    Weekday work

    Rise-Services-LL

    Georgetown, DE
    2 days ago
  • $35 - $50 per unit

     ...expanding our team and looking for professional and experienced private soccer trainers to conduct lessons for players of all ages. As part of our team, you'll travel to local parks, soccer fields, or directly to clients' locations in your area. Work within your... 
    Field
    Local area
    Flexible hours

    Dribbler LLC

    Rehoboth Beach, DE
    3 days ago
  • $40k - $65k

     ...Seeking a highly energized Inside Sales Representative to join our team. Experience with flooring...  ...------------ Job Responsibilities Welcome and identify customer needs Present...  ...preferred), customer service, or other related fields Basic technology and math skills for... 
    Field
    Full time
    Temporary work
    Part time
    Flexible hours

    Airbase Carpet & Tile Mart

    Millsboro, DE
    17 days ago
  • $20 per unit

     ...caring team positively impacts children's lives on and off the field through best-in-class coaching, curriculum, and communication....  ...difference in your community? Are you passionate about sports, education, being a positive role model and impacting young children?... 
    Field
    Hourly pay
    Full time
    Part time
    Immediate start
    Flexible hours
    Day shift
    Afternoon shift
    Weekday work

    Soccer Shots

    Millsboro, DE
    3 days ago
  •  ...Feed Sales Representative - EquineThe Entry Level Livestock/Lifestyle Product Specialist supports...  ....Location: This is a remote (virtual) field-based sales position that must be located...  ...with their nutritional programs. An education or background with horses is preferred... 
    Field
    Base plus commission
    Full time
    Part time
    Immediate start
    Remote work
    Flexible hours
    Night shift

    Purina Mills Inc

    Georgetown, DE
    2 days ago
  • $80k - $220k

     ...and the largest home remodeling company in North America. LeafFilter pays the best rates, for less time in the field and less time in the home. If you are a sales PROFESSIONAL ready to be paid for your talents apply now and come join a team of the highest paid and most... 
    Field
    Full time
    For contractors
    Weekend work
    Day shift
    Afternoon shift

    Leaf Home

    Milford, DE
    4 days ago
  • $55k - $100k

     ...Field Sales Representative with Leaf Filter Are you financially happy in your current role? Does your current position offer opportunities...  ...will provide potential customers with your expertise and educate them on the benefits of LeafFilter gutter protection and gutter... 
    Field
    Weekend work
    Afternoon shift

    Leaf Home

    Milford, DE
    1 day ago
  • $90k - $109k

     ...Requirements Are you looking for an Outside Sales position with unlimited earning...  ...Hybrid sales environment (home office and in-field work) Recognition and incentives including...  ...be responsible for as an Outside Sales Representative: Selling Digital Marketing solutions... 
    Field
    Work at office
    Home office

    Hibu

    Milford, DE
    4 days ago
  • $65k - $85k

     ...Job Description Teachers & Educators Ready for a Different Kind of Impact Outside Sales Representative Entry-Level Impact Insurance...  ...sales experience required Field mentorship and real-world...  ...coach, educator, mentor, or trainer Enjoy guiding people and explaining... 
    Field
    Full time
    For contractors
    Local area
    Flexible hours

    The Impact Insurance Agency

    Milton, DE
    25 days ago
  • $200k

     ...Join Our Team: Sales Representatives for New HomesBuild your dream career with Ryan Homes and join our team as a national leader in the Homebuilding...  ...1948. All of our roles here at NVR, whether you are in the field or in the office, allow you to make a major impact in the... 
    Field
    Hourly pay
    Work at office

    NVR

    Rehoboth Beach, DE
    3 days ago
  • $200k

     ...national leader in the Homebuilding Industry! Join Our Team: Sales Representatives for New Homes Are you a motivated, customer-focused...  ...1948. All of our roles here at NVR, whether you are in the field or in the office, allow you to make a major impact in the lives... 
    Field
    Hourly pay
    Work at office

    Ryan Homes

    Rehoboth Beach, DE
    2 days ago
  •  ...sessions while creating an exceptional client experience. You'll educate and encourage clients throughout their fitness journey,...  ...Manager Studio Operations Maintain a clean, organized, and welcoming studio environment Monitor equipment condition and report maintenance... 
    Shift work

    The Exercise Coach

    Lewes, DE
    a month ago
  • $15 per hour

     ...temporary) Open Date Open Date 09/16/2026 Close Date Close Date 09/30/2026 Open Until Filled No Supplemental Questions Required fields are indicated with an asterisk (*). Required Documents Required Documents Resume Cover Letter/Letter of Application First... 
    Field
    Temporary work

    Delaware Technical Community College

    Georgetown, DE
    3 days ago
  •  ...? Vector Marketing is filling part-time sales positions for this fall. Students have the...  ...skills, and networking. Sales representatives present Cutco cutlery through preset virtual...  ...communication skills they build are needed for any field. Flexible Scheduling – We help our... 
    Field
    Weekly pay
    Extra income
    Temporary work
    Part time
    Work from home
    Flexible hours

    Vector Marketing

    Milford, DE
    3 days ago
  •  ...Experience with dumbbells, kettlebells, sleds, and suspension trainers is necessary. Establish clientele through developing meaningful...  ...in Group Fitness, Personal Training, or health related field. Current CPR/AED and First Aid Certifications Required Working... 
    Field
    Full time
    Flexible hours

    CustomFit360

    Lewes, DE
    8 days ago
  • $17 - $25 per hour

     ...school diploma or equivalent • CPR & First Aid Certified • Bachelor's Degree in exercise science or related field or nationally recognized personal trainer certification from NCCA. ACSM, ACE, ISSA, NASM or NSCA preferred, but others accepted as deemed appropriate.... 
    Field
    Local area

    YMCA of DE

    Rehoboth Beach, DE
    5 days ago
  •  ...the Voice of Small Business: Elite Outside Sales Advocate   Do you want a career that...  ...95% of your time will be spent in the field within your local market, meeting face-to...  ...process payments on the spot. Advocacy: Educate owners on how NFIB protects their rights... 
    Field
    Full time
    Work at office
    Local area

    National Federation of Independent Business (NFIB)

    Lewes, DE
    3 days ago
  •  ...basketball training across the United States. We're expanding our team and looking for professional and experienced private basketball trainers to conduct lessons for players of all ages. As part of our team, you'll travel to local parks, basketball courts, or directly to... 
    Local area
    Flexible hours

    Balr Basketball

    Lewes, DE
    2 days ago
  • $20 - $80 per hour

     ...leading tutoring platform in the USA, connecting passionate individuals with eager learners. We operate in over 63 countries, making education accessible to everyone, everywhere. Superprof is the perfect opportunity for students, graduates, professionals, and anyone... 
    Hourly pay
    Extra income
    Full time
    Part time
    Immediate start
    Flexible hours

    Superprof

    Milford, DE
    3 days ago
  •  ...global presence in more than 30 countries, rest assured;no day will ever be identical. The client's customers are as diverse as their products, ra Field Service Technician, Service Technician, Field Service, Field Technician, Service Tech, Technician, Retail, Staffing... 
    Field

    Bradley-Morris

    Georgetown, DE
    4 days ago
  • $100k

     ...Lawson Home Services In-Home Sales Professional Are you an energetic, persuasive communicator who thrives in fast-paced environments...  ...'ll Do: Run in-home sales appointments with pre-set leads Educate homeowners on energy-efficient solutions and improvements... 
    Contract work
    Live in
    Flexible hours

    Lawson Home Services, LLC

    Milton, DE
    2 days ago
  • $70k - $135k

     ...Mid-Market Sales Representative Paychex is reimagining how businesses manage their workforce...  ...with comfort driving outbound, in-person field activity ~ Resilience,...  ...such as geographic location, skills, education, and/or experience which may result in... 
    Field
    Base plus commission
    Full time
    Contract work
    Part time
    Internship
    Local area
    Flexible hours

    Paychex

    Georgetown, DE
    2 days ago
  •  ...IT Field Service TechLocation: Georgetown, DE 19947Responsibilities: IT field technician - driving to client sites and providing general...  ...experience: Preferred 2-5 but we will trainCertifications or education: A+ certification is good to have but not necessary, Lexmark... 
    Field
    Monday to Friday

    AA2IT

    Georgetown, DE
    2 days ago
  •  ...Advancement  Why Chrysler? We are committed to serving all our customers’ sales and after-sales needs with an extensive network of over 2,500...  ...by emphasizing value, keep customers updated on services, field all live service calls, and take ownership of the customers'... 
    Field

    Floyd MeGee Motor Company

    Georgetown, DE
    4 days ago
  • $18 - $20.71 per hour

     ...Educator Role at Lululemon lululemon is an innovative performance apparel company for...  ...e.g., buy online/pickup in store, phone sales, and ship from store options) according...  ...respectful and inclusive team environment by welcoming and celebrating differences to ensure a... 
    Minimum wage
    Contract work
    Part time
    Local area
    Relocation
    Flexible hours
    Shift work
    Afternoon shift

    Lululemon athletica

    Rehoboth Beach, DE
    5 days ago
  • $15 - $19 per hour

    Our Promise : Ensure every child is on a pathway to success Improve individual & community wellness Build bridges to connect our community Demand equity for all Support family & economic stability Benefits & Perks : 12% Employer-Funded Retirement ...
    Local area
    Flexible hours

    YMCA of Delaware

    Rehoboth Beach, DE
    3 days ago
  •  ...Overview On the road and in the field, Davis, Bowen & Friedel's surveyors are always hard at work. Often the first individuals on...  ...assigned by licensed surveyor. Layout stakes for map-making. Education & Skills The preferred applicant shall possess a high school... 
    Field
    Summer work
    Flexible hours

    Davis Bowen Friedel

    Milford, DE
    5 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Sales Representative & Field Trainer -- Educators Welcome. Be the first to apply!