Entry-Level Outside Sales Representative -- Teachers, Coaches & Educators Welcome
$65k - $85kThe Impact Insurance Agency
Job Description
Job Description
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.
$65k - $85k
...Job Description Job Description 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 |...Entry levelFull timeFor contractorsLocal areaFlexible hours- ...Student success coach and mentor (entry level, paid, full-time) City Year AmeriCorps Member... ...schools receive a high-quality education that prepares them with the skills and... ...student progress and work with teachers on whole class instruction, breakout...Entry levelPermanent employmentFull timeRelocation package
$17 - $20 per hour
...Opportunity for advancement Training & development Coach - Be a Superhero in a Kid's Eyes! Do you love helping kids... ...For: We're hiring coaches, personal trainers, physical education teachers, athletic trainers, fitness professionals , or anyone who loves...SuggestedHourly payFull timePart timeFlexible hoursShift workWeekend workWeekday work- ...mission is to protect, educate, and nurture the... ...procedures. Provides a welcoming and friendly classroom... ...works with the assistant teacher and/or school director... ...physical demands are representative of those that must be... ...coursework at all. MD state credential Level 5SuggestedFull timeTemporary work
- ...our mission is to protect, educate, and nurture the children in... ...and procedures. Provides a welcoming and friendly classroom... ...and direction to assistant teacher to ensure the classroom functions... ...The physical demands are representative of those that must be met by...SuggestedFull timeTemporary work
- ...mission is to protect, educate, and nurture the... ...procedures. • Provides a welcoming and friendly classroom... ...direction to assistant teacher to ensure the... ...physical demands are representative of those that must be... ...requirements preferred. MD State Credential Level 5Full timeTemporary work
- ...Description: My Gym is seeking a passionate and dedicated Lead Teacher and Manager to support our children’s fitness programs. In this... ...families Safety and Cleanliness: Ensure a clean, safe, and welcoming environment for children, families, and staff at all times...Flexible hours
- ...we are committed to offering qualified educators rewarding childcare jobs. We encourage staff... ...Caliday family. Caliday School Age Teachers assist the Program Director in the... ...policies and procedures. Provides a welcoming and friendly environment for all children...Afternoon shift
- ...Description Job Description We are seeking a Lead Preschool Teacher and Aides to join our organization! This individual will plan... ...5 years, with a curriculum that stresses the power of music in education, like nothing you've ever seen before. It has been repeatedly...Full time
- ...Celebree School™, our mission is to protect, educate, and nurture the children in our care.... .... Provide support and direction to teacher assistant. Essential Functions: · Manages... ...policies and procedures. · Provides a welcoming and friendly classroom environment for...Full timeTemporary work
- ...Sheppard Pratt in Maryland seeks a qualified educator to coordinate curriculum, instruction, and assessment under senior leadership. The role ensures compliance with COMAR, MSDE, and IDEA while implementing state and local curricula and evidence-based practices. The position...Local area
$45k - $60k
...Maryland. About The Role We’re looking for an experienced educator to lead our Maryland program as our Lead Teacher & Program Manager - a role that is part teacher,... .... Team Leadership & Operations: You will lead and coach our team of fun, creative tutors and keep day-to-...Full timeFlexible hours- A vibrant church organization in Cockeysville, Maryland is seeking an Assistant Pastor to lead adult ministries and provide spiritual guidance. This full-time position requires strong communication skills, leadership experience, and a seminary degree. The ideal candidate...Full time
$62.25k - $121.92k
...administrators, other teachers, paraeducators, parents... ...members in the education of students. Teaches... ...instructional planning. Coaches ELD teachers to participate... ...' instructional levels using their accommodations... ...a degree from outside the United States are...Temporary workWork experience placementWork at officeRelocation packageFlexible hoursAfternoon shift$16.5 - $20 per hour
...exciting. For more than 35 years, Goddard Schools have put each teacher at the heart of everything we do because teachers put each... ...The Goddard School trusts, empowers, and honors its exceptional educators. Develop your teaching skills in a vibrant and nurturing environment...Hourly payWeekend work- ...growth. Whether you're looking to build sales experience, develop leadership skills, or... ...customers in a retail environment Educate customers on products, services, and promotions... ...sessions Learn leadership, coaching, and business development skills What...Entry levelWeekly payFull time
$72k - $130k
...Description $3,900 Sign-on Bonus* Sales Representative Power is where hustle... ...began their careers in entry-level sales positions, proving... ...provide you the foundational education and experience needed for... ...ongoing sales training and coaching camps on a weekly basis...Entry levelHourly payWeekly payFull timeWork at officeImmediate startRelocationRelocation package- ..., and keeping the restaurant clean and welcoming # We have a team environment # We need... ...a team player, delivering effective coaching to the Server and Cook teams # Our busiest... ...Shift Supervisor Requirements: # Entry level, no experience required # Must have a...Entry levelHourly payWeekly payImmediate startFlexible hoursShift workWeekend work
- Job Description Job Description Job will require implementing our FLEX (Fun Learning Experience) curriculum, having lots of fun with little ones, maintaining a positive attitude. Must have classroom management skills and enjoy working with children. We are looking ...Flexible hours
- ...time off About the Role: Join Pine Grove Early Learning Center as a Lead PreK Teacher and inspire young minds in a nurturing environment! We are looking for a passionate educator with a 90-hour qualification to guide our PreK students in their early learning...Work at officeRelocation package
- ...Academy in Towson, Maryland is looking for a passionate Lead Teacher who will inspire preschool children to become lifelong learners... .... We offer flexible schedules, immediate health benefits, and educational assistance to help you grow professionally. Join a caring community...Immediate startFlexible hours
$21 per hour
...Sylvan Learning Center Sylvan Learning of Timonium As a high school level math tutor in Sylvan's high performing, individualized learning... ...a Part-Time Math Tutor to complement Sylvan's growing team of education professionals. Sylvan Learning provides academic tutoring for...Hourly payPart timeCurrently hiringMonday to FridayFlexible hoursNight shiftWeekend work$55k - $106k
...and Residential Treatment Center is a year-round therapeutic educational and residential program for middle and high school-aged youths... ...on a number of factors, including but not limited to, years and level of related experience. What we need from you. Bachelor's...InternshipMonday to Friday- ...The Stepping Stones Group is seeking dedicated Special Education Teachers to join our team in Ownig Mills, MD . This is a full-time... ...& Wellness Stipends that support your life both inside and outside of work Relocation Assistance available for professionals...Full timeRelocation package
- ...for Fun After-School Tutoring! Sylvan Learning is looking for fun, dedicated teachers to help and inspire students. We are currently looking for tutors who are able to teach reading at a K-8 level, with a preferred focus on K-2 phonics development. Sylvan creates...Part timeLocal areaMonday to FridayFlexible hoursWeekend workDay shift2 days per weekWeekday work
$56.65k - $82.4k
...a leading provider of year-round special education and therapeutic services, catering to students... ...and dedicated special education teacher. You will be responsible for providing specialized... ...not limited to, education and years and level of related experience. Bachelors: $56...Work experience placementImmediate startMonday to Friday$300k
...benefits that provide a high level of coverage at a low cost to... ...to help employees meet their educational goals # LiveWell Employee &... ...our people. Learn More Welcome to North Carolina See what our... ...in New England, including entry-level training, leadership development...Entry levelFull timePart timeTraineeshipSummer workInternshipSummer internshipLocal areaImmediate startWorldwideHome officeRelocation packageFlexible hoursShift workNight shift- ...Learning Center in Parkton, Maryland, is seeking a passionate Lead PreK Teacher to inspire young minds in a nurturing environment. Candidates must possess a 90-hour qualification in Early Childhood Education and experience working with preschool-aged children....Relocation package
- Pine Grove Early Learning Center in Maryland seeks a Lead PreK Teacher to guide our young learners in a nurturing, inclusive classroom. You will design engaging lessons, support social-emotional growth, and partner with families to monitor progress. The ideal candidate...Full timeRelocation package
$45k - $60k
Story Time Chess Maryland is seeking a Lead Teacher & Program Manager to guide our local program. You will teach the award-winning curriculum in classrooms and lead a team of tutors while coordinating day-to-day operations. The role requires travel between school sites...Local areaFlexible hours
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Entry-Level Outside Sales Representative -- Teachers, Coaches & Educators Welcome. Be the first to apply!
- contract sales representative
- senior pre sales consultant
- funeral sales specialist
- hvac outside sales representative
- client sales representative entry level
- sales consultant sales representative
- executive sales consultant
- senior sales representative
- timeshare sales representative
- b2b sales representative - entry level



