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

Sales Representative -- Educators & Coaches Transition Role

$75k - $95k

The Impact Insurance Agency

Job Description

Job Description

Sales Representative Educators & Coaches Transition Role

Company: Impact Insurance Agency
Compensation: $75,000$95,000 per year (draw pay, commissions, and bonuses)
Schedule: MondayFriday, weekends as needed
Location: Remote/Hybrid | Local B2B Sales
Type: Full-Time | Independent Contractor
Industry: Supplemental Insurance | B2B Outside Sales

A New Chapter for Leaders Who Guide Others

Many teachers, coaches, and educators develop strong leadership instincts the ability to communicate clearly, guide groups with confidence, and help people move forward. At Impact Insurance Agency, those strengths translate into a professional sales career built on relationships, ownership, and meaningful impact.

We partner with local businesses to provide supplemental insurance solutions that support employees and their families during life's unexpected moments. Professionals from education often thrive here because the work mirrors what they already do best: teaching, mentoring, and leading conversations that matter.

This opportunity isn't about stepping away from service it's about applying your leadership and communication skills in a new professional setting with greater flexibility and long-term growth.

The Role

As a Sales Representative, you'll combine consultative B2B sales with ongoing client relationship management. You'll work within a structured support system while managing your own territory and schedule as an independent contractor.

You'll meet with business owners and employee groups locally, leading benefit discussions and helping organizations implement solutions that support their teams.

What You'll Do
  • Build professional relationships with local business owners and leadership teams

  • Lead structured, group-style benefit presentations

  • Guide employees through supplemental insurance options and enrollment conversations

  • Maintain organized territory planning and client follow-up

  • Provide ongoing account support and relationship management

  • Participate in weekly strategy sessions, leadership development, and collaboration

Training & Professional Support
  • Structured onboarding designed for professionals transitioning from education or leadership roles

  • Field mentorship and leadership coaching

  • Health & Life licensing assistance and reimbursement

  • Ongoing development focused on communication, influence, and relationship-building

  • Collaborative culture centered on growth, professionalism, and shared success

Compensation & Structure
  • Target annual earnings: $75,000$95,000 (draw pay, commissions, and bonuses)

  • Weekly draw available while building and expanding your client base

  • Performance-based incentives and advancement opportunities

  • Remote/Hybrid flexibility with local in-person meetings

  • Autonomy over your schedule within a supportive framework

Ideal Background

This role may be a strong fit if you:

  • Have experience as a teacher, coach, trainer, or education professional

  • Are confident leading groups, presentations, or structured conversations

  • Value independence, ownership, and professional growth

  • Communicate with clarity, professionalism, and presence

  • Enjoy guiding people toward informed decisions

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

Why Impact Insurance Agency?

Our culture is built on leadership, respect, and steady development. Many of our representatives transitioned from people-focused careers and found a professional path where their voice, initiative, and experience directly shape their success.

Apply Today

If you're ready to bring your leadership skills into a professional outside sales role where you can guide, grow, and create lasting impact we'd love to connect.

Vacancy posted 22 days ago
Similar jobs that could be interesting for youBased on the Sales Representative -- Educators & Coaches Transition Role in Bridgeview, IL vacancy
  • $75k - $95k

     ...Job Description Job Description Sales Representative Educators & Coaches Welcome Company: Impact Insurance...  ...professions and are seeking a role where they can continue making a difference...  ...tailored for professionals transitioning from education or service roles... 
    Suggested
    Full time
    For contractors
    Local area
    Remote work
    Weekend work

    The Impact Insurance Agency

    Lyons, IL
    24 days ago
  • $85k - $105k

     ...Description Job Description Sales Representative & Field Trainer — Educators Welcome Company: Impact...  ...Many teachers, coaches, and educational leaders...  ...helping people — but in a role that offers more...  ...for educators and coaches transitioning into sales and leadership... 
    Suggested
    Full time
    For contractors
    Local area
    Remote work
    Monday to Friday
    Weekend work

    The Impact Insurance Agency

    Posen, IL
    17 days ago
  • $3,000 per month

     ...Pocono Mountains) located just 2½ hours from New York City and Philadelphia. Positions available in the following areas: Leadership roles in Athletics, Creative Arts and General Camp Management. Dates: June 13th, 2020 - August 15th, 2020 Salary: Our camps offer a... 
    Suggested
    Full time
    Summer work
    Night shift

    Chestnut Lake Camp

    Chicago, IL
    2 days ago
  • $60k - $65k

     ...informed, collaborative, and preventative solutions. Education Coach The Education Coach is responsible for coordination...  ...additional compensation. The salary range provided represents our current estimate for this role at the time of posting and is subject to change. The... 
    Suggested
    Hourly pay
    Full time
    Work at office
    Work from home
    Shift work

    Brightpoint

    Chicago, IL
    2 days ago
  • $45 per hour

    Soliant Health in Illinois is seeking a Special Education Coordinator/Instructional Coach to lead IEP development and coaching for students with disabilities. This full-time contract role focuses on instructional leadership and compliance oversight across district schools... 
    Suggested
    Full time
    Contract work

    Soliant Health

    Bellwood, IL
    2 days ago
  •  ...Proviso Township High Schools is seeking an Athletics/Activities Assistant Coach to support the Head Coach in planning, implementing, and evaluating all facets of the sport. The role emphasizes a safe, inclusive, and development-focused environment for student-athletes... 

    Proviso Township High Schools

    Maywood, IL
    11 hours ago
  • $15 per hour

     ...Title: Competitive Dance - Varsity Head Coach Reports To: Director of Athletics and Activities...  ...certification through the American Sport Education Program (ASEP), National Federation of...  ...separately by position, such as primary role and coach or sponsor role. The district's... 
    Hourly pay

    Proviso Twp. High School District 209

    Maywood, IL
    1 day ago
  • $38.53k - $68.78k

     ...The Archdiocese of Chicago is seeking a qualified professional educator to teach in a Catholic school for the 2026-2027 school year. The...  ...position involves adhering to Catholic teachings and acting as a role model for students. Responsibilities include teaching, leading religious... 

    Archdiocese of Chicago

    Oak Lawn, IL
    2 days ago
  • $65k - $85k

     ...Description Teachers & Educators Ready for a Different...  ...of Impact Outside Sales Representative Entry-Level...  ...time in education or coaching, you already know how...  ...programs, and mentoring roles where they cared deeply...  ...specifically for individuals transitioning from teaching,... 
    Full time
    For contractors
    Local area
    Flexible hours

    The Impact Insurance Agency

    Bridgeview, IL
    12 days ago
  • Markets and Distribution Career Coach (Part-Time) Reporting to the Director of Programs, the...  ...Distribution Career Coach plays a central role in supporting Greenwood Project scholars...  ...career pathways in distribution, wholesaling, sales, and relationship management within asset... 
    Full time
    Part time
    Summer work
    Internship

    greenwoodproject

    Chicago, IL
    2 days ago
  • $45 per hour

    Markets and Distribution Career Coach (Part-Time) Department:...  ...Career Coach plays a central role in supporting Greenwood Project...  ...in distribution, wholesaling, sales, and relationship management within...  ...Research best practices across education, workforce development, and... 
    Full time
    Part time
    Summer work
    Internship
    Summer internship
    Work at office
    Remote work
    Flexible hours

    Greenwood Project

    Chicago, IL
    2 days ago
  • $85k - $105k

     ...Job Description Trainer & Sales Representative — Teaching, Training, &...  ...Chapter in Helping People Many educators and coaches reach a point where they'...  ...often find this role to be a natural extension...  ...onboarding for professionals transitioning from education, coaching,... 
    Full time
    For contractors
    Local area

    The Impact Insurance Agency

    Hickory Hills, IL
    3 days ago
  •  ...you. If you want to change your life — keep reading. THIS ROLE IS SIMPLE: You hunt. You close. You build your book....  ...WHAT WE PROVIDE ~15+ years of industry knowledge ~ Real sales strategy and field training ~100% in-house support ~ Transparent... 
    Long term contract

    KORE Payment

    Chicago, IL
    6 days ago
  •  ...Schools District 209 is seeking an Athletics/Activities Assistant Coach to support the Head Coach in planning, implementing, and...  ...comprehensive program for student-athletes at Proviso West High School. The role emphasizes safety, inclusion, and development, working with... 

    Proviso Township High Schools

    Hillside, IL
    5 days ago
  • An education organization based in Chicago is looking for qualified teachers to instruct Special Education at various grade levels. The...  ...on both part-time and full-time bases, with additional benefits including holiday pay and weekly coaching. #J-18808-Ljbffr Kreyco
    Weekly pay
    Full time
    Part time

    Kreyco

    Chicago, IL
    1 day ago
  • $69k

     ...Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths...  ...Qualities We Value Willingness to learn and be coached through structured training Friendly, outgoing, and professional... 
    Remote work
    Work from home
    Flexible hours

    HMG Careers

    Summit, IL
    1 day ago
  •  ...Upgrade? Step Into a Leadership Role with Flexibility, Purpose &...  ...professionals with world-class success education rooted in leadership, personal...  ...include: Leading & coaching with integrity and vision Communicating...  ...clients and partners Driving sales through digital marketing and... 
    Remote job
    Flexible hours

    Quantum Leap Mindset

    Chicago, IL
    4 days ago
  • $89k

     ...Day in the Life of the Direct Sales Representative- MDU: Earn Up to $89,000+...  ...control of your income in a role where your effort directly drives...  ...transportation Education and Certifications: ~ High...  ...through personalized training, coaching, and a supportive work environment... 
    Full time
    Contract work
    Local area

    Astound Broadband

    Chicago, IL
    4 days ago
  •  ...spirit of service – through education and comprehensive programs to...  ...others accountable with their roles; provides and receives feedback...  ...class sizes small, minimize transitions, and practice continuity of...  ...teacher conferences     Coaching ~ Coach Teacher Assistants... 
    Full time
    Live out
    Local area

    Marillac St.Vincent Family Services Inc

    Chicago, IL
    10 days ago
  • ProCare Therapy seeks a Special Education Coordinator/Instructional Coach to lead and support high-quality instruction across schools near Bellwood, IL. This full-time contract runs through May 27, 2027, offering an opportunity to shape inclusive practices and ensure compliance... 
    Full time
    Contract work

    ProCare Therapy

    Bellwood, IL
    3 days ago
  • $200k

     ...researcher, and trader quality. Our Technology Education team owns how engineers are assessed,...  ...development globally. This is a hands-on role for an experienced software engineer who...  ...depthExperience mentoring, teaching, coaching, or developing other engineers through training... 
    Work at office

    Optiver

    Chicago, IL
    6 days ago
  • $75k

     ...chance to earn like a highly educated professional—our proven products...  ...to becoming a top earner in sales. If you’re prepared to unlock...  ...This is a commission-based role , and many of our new reps earn...  ...personalized feedback, interactive coaching, and real-time support to help... 
    Flexible hours
    Night shift

    Platinum Supplemental Insurance

    Palos Park, IL
    3 days ago
  • $70k - $100k

     ...Roofing Sales RepresentativeStorm Guard is a locally...  ....As a Roofing Sales Representative, you will be responsible...  ...customer needs, educate them on roofing services...  ...desire to learn and be coached, with a positive attitude...  ...is a door-to-door role that will be performed... 
    Weekend work
    Afternoon shift

    Storm Guard Roofing

    Westmont, IL
    11 hours ago
  • $100k

     .... Join an elite group of sales professionals bringing customized...  ...'s home. Field Sales Representatives at AT&T are driven to connect...  ...experience, expertise, and education/training. Salary range is dependent...  ...independently in the field. Coaching, mentoring and ongoing... 
    Temporary work
    Local area
    Relocation package
    Afternoon shift

    AT&T

    Oak Lawn, IL
    3 days ago
  • $137.4k - $182.11k

     ...severe weather and transition to clean energy. We...  ...experience, and relevant education or training. This role is also eligible...  ...also qualify for sales-related...  ..., and manufacturer representatives to develop a unified...  ...expertise Mentor and coach junior sales professionals... 
    Temporary work
    For contractors
    Work at office
    Local area
    Remote work
    Worldwide
    Flexible hours
    Weekend work
    Afternoon shift

    S&C Electric Company

    Chicago, IL
    4 days ago
  •  ...Patient Educator Location: Oak Lawn, IL. We are seeking a compassionate and knowledgeable Patient Educator to join our healthcare team....  ...Qualifications Previous experience as a Patient Educator or similar role in a healthcare setting. Strong knowledge of surgical procedures... 

    Family Eye Physicians

    Oak Lawn, IL
    2 days ago
  • $18 - $22 per hour

     ...story? We are looking for a Full-Time Beauty Coach based in Von Maur Yorktown in Lombard, IL.  The role:  You will represent the Clarins Brand and drive the business...  ...passionate and driven.   Achieving counter sales goal Assist Counter in achieving event and... 
    Full time

    Clarins USA, Inc.

    Chicago, IL
    2 days ago
  • $85k - $95k

     ...Is Looking for a Sales Account Manager,...  ...Solutions business, this role is within the...  ...manner, always representing Aon/Radford...  ...Director to incorporate coaching, follow internal...  ...vertical or transitioning from generalist to...  ...specialized coverage Education: ~ Bachelor’s... 
    Full time
    Temporary work
    Part time
    Work at office
    Local area
    Remote work
    Home office

    Aon

    Chicago, IL
    2 days ago
  • $93.3k - $147.5k

     ...Business Sales Representative Territory Accounts Exciting opportunity to be eligible for a $5,5...  ...companies. This is an acquisition sales role built for a motivated outside seller who...  ...receive paid training, sales support, coaching, and access to tools that help you build... 
    Work at office
    Local area

    AT&T

    Chicago, IL
    2 days ago
  • $45k - $55k

     ...Wellness Sales Representative Full-time Compensation: USD 45,000 - USD 55,000 yearly Company...  ...Sales Representatives. In this role, you'll connect with prospective patients...  ...community events, and wellness screenings, educate them about chiropractic care, and help... 
    Full time
    Work at office
    Local area

    Medulla

    Oak Lawn, IL
    1 day ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Sales Representative -- Educators & Coaches Transition Role. Be the first to apply!