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If you're ready to explore a new chapter one that allows you to continue helping people while building a sustainable, leadership-focused career we'd love to connect. Former teachers, trainers, and education professionals often find this role to be a natural extension of the skills they already use every day: listening, educating, encouraging growth, and building trust.

Trainer & Sales Representative Teaching, Training, & Mentorship Experience WelcomeOutside Sales Representative and Trainer Impact Insurance Agency | Full-Time | Independent Contractor | Local Territory<hr/><h3>A New Chapter in Helping People</h3>Many educators and coaches reach a point where they're ready for a professional path that still centers on guidance, mentorship, and meaningful connection just in a different environment. At Impact Insurance Agency, we partner with local businesses to provide supplemental insurance solutions that help employees and families feel supported during life's unexpected moments.Former teachers, trainers, and education professionals often find this role to be a natural extension of the skills they already use every day: listening, educating, encouraging growth, and building trust. This isn't about leaving education behind it's about applying your strengths in a setting that offers flexibility, professional development, and long-term opportunity.<hr/><h3>The Role</h3>As a Trainer & Sales Representative, you'll blend relationship-driven B2B sales with mentorship and leadership. You'll meet face-to-face with business owners and employees while helping support and guide newer representatives in the field.This independent contractor role provides autonomy over your schedule and territory, while still offering structured training, leadership support, and a collaborative, people-first culture.<hr/><h3>What You'll Do</h3>Build and nurture relationships with local business leaders and their teamsEducate employees on supplemental insurance solutions with clarity and professionalismGuide enrollment conversations and provide ongoing follow-up supportMaintain organized client records and manage your territory effectivelyMentor and support newer representatives, sharing best practices and encouragementParticipate in weekly team collaboration, training, and professional developmentFoster long-term partnerships built on trust, service, and consistency<hr/><h3>Training & Professional Support</h3>Structured onboarding for professionals transitioning from education, coaching, or training rolesHands-on mentorship and field guidance from experienced leadersHealth & Life licensing assistance and reimbursementOngoing professional development focused on communication, leadership, and client careCollaborative, supportive team culture centered on growth and encouragement<hr/><h3>Compensation & Structure</h3>Target annual earnings: $85,000$105,000 (draw pay, commissions, and bonuses)Weekly draw available while growing your client basePerformance-based incentives and advancement into senior sales or leadership rolesHybrid flexibility with local, in-person client meetingsAutonomy over your schedule while following a proven, supportive system<hr/><h3>Ideal Background</h3>This opportunity may resonate with you if you: Have experience as a teacher, coach, trainer, educator, or academic leaderEnjoy mentoring others and guiding people through important decisionsValue meaningful relationships and long-term impactAre seeking a career that blends purpose, flexibility, and professional growthAre willing to obtain a Health & Life Insurance license (support provided)<hr/><h3>Why Impact Insurance Agency</h3>Our culture is built on respect, collaboration, and mentorship. Many of our leaders transitioned from education and people-focused professions and discovered a role where their ability to teach, encourage, and lead remains at the center of their success.<hr/><h3>Apply Today</h3>If you're ready to explore a new chapter one that allows you to continue helping people while building a sustainable, leadership-focused career we'd love to connect.https://www.theimpactinsuranceagency.com/<div></div><div></div>

The Impact Insurance Agency

Trainer & Sales Representative — Teaching, Training, & Mentorship Experience Welcome

Best Practices

Business-to-Business (B2B)

Coaching

Customer Support/Service

Environmental Impact

Field Sales

Health Insurance

Healthcare Reimbursement

Insurance

Leadership

Licensing

Life Insurance

Mentoring

Organizational Skills

Record Keeping

Records Management

Sales

Staff Training

Team Player

Territory Management

Training/Teaching

AcquireTM

Many teachers, coaches, and education professionals reach a point where they want to continue guiding others while stepping into a role with greater ownership, influence, and professional growth. Working as an independent contractor, you'll have the autonomy to lead your schedule and territory while still benefiting from structured guidance, leadership coaching, and proven systems.

YEAR

Trainer & Sales Representative Professionals with Teaching or Coaching Experience Encouraged to Apply Company: Impact Insurance Agency Compensation: $85,000$105,000 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 | Outside Sales<hr/><h3>Lead & Mentor Others and Drive Meaningful Results</h3>Many teachers, coaches, and education professionals reach a point where they want to continue guiding others while stepping into a role with greater ownership, influence, and professional growth. At Impact Insurance Agency, we partner with local businesses to provide supplemental insurance solutions that protect employees and their families.This opportunity is designed for professionals who are natural leaders people who communicate with confidence, take initiative, and enjoy helping others succeed. Your background in education translates naturally into this environment, where teaching, mentoring, and relationship-building remain central to the work.<hr/><h3>The Role</h3>As a Trainer & Sales Representative, you'll combine consultative B2B sales with leadership and field training responsibilities. You'll manage a local territory, build strong business relationships, and mentor newer team members helping shape both client success and team growth.Working as an independent contractor, you'll have the autonomy to lead your schedule and territory while still benefiting from structured guidance, leadership coaching, and proven systems.<hr/><h3>What You'll Do</h3>Build and strengthen relationships with local business leaders and their teamsEducate employees on supplemental insurance options with clarity and confidenceLead enrollment conversations and provide ongoing client supportMentor and coach newer representatives, offering field guidance and encouragementMaintain organized client records and manage territory activity effectivelyParticipate in weekly strategy, training, and leadership development sessionsFoster long-term partnerships built on trust, consistency, and results<hr/><h3>Training & Support</h3>Structured onboarding designed for professionals transitioning from education, coaching, or leadership rolesHands-on field mentorship and leadership coachingHealth & Life licensing assistance and reimbursementOngoing development in communication, sales strategy, and team leadershipCollaborative culture that values initiative, accountability, and growth<hr/><h3>Compensation & Structure</h3>Target annual earnings: $85,000$105,000 (draw pay, commissions, and bonuses)Weekly draw available while building and expanding your client basePerformance-based incentives and clear advancement paths into leadership rolesHybrid flexibility with local, in-person client meetingsAutonomy over your schedule while following a structured, supportive system<hr/><h3>Ideal Background</h3>This opportunity may be a great fit if you: Have experience as a teacher, coach, trainer, educator, or academic leaderAre confident leading conversations and guiding others toward decisionsEnjoy mentoring peers and helping teams growValue independence, ownership, and measurable impactAre organized, decisive, and comfortable managing multiple prioritiesAre willing to obtain a Health & Life Insurance license (support provided)<hr/><h3>Why Impact Insurance Agency</h3>Our culture is built on mentorship, collaboration, and leadership development. Many of our representatives come from education-focused careers and find success in a role where they can continue to guide others, take initiative, and grow professionally while making a meaningful difference.<hr/><h3>Apply Today</h3>If you're ready to step into a leadership-focused career where your ability to teach, lead, and inspire drives real results, we'd love to connect and learn more about your goals.https://www.theimpactinsuranceagency.com/<div></div><div></div>

Trainer & Sales Representative — Professionals with Teaching or Coaching Experience Encouraged to Apply

Multitasking

Sales Strategy

Team Lead/Manager

Trainer Jobs in Freeport, IL

Trainer Jobs in Freeport, IL

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Trainer Jobs in Freeport, IL

Trainer & Sales Representative — Teaching, Training, & Mentorship Experience Welcome The Impact Insurance Agency

Trainer & Sales Representative — Professionals with Teaching or Coaching Experience Encouraged to Apply The Impact Insurance Agency

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