Entry-Level Outside Sales Representative

The Impact Insurance Agency • Fairfield, IL

22h • Onsite

About The Position

This entry-level outside sales role focuses on education-based conversations, relationship-building, and ongoing client support. You'll meet with business owners and employees face-to-face, helping them understand benefit options in a clear and approachable way. As an independent contractor, you'll manage your own local territory while working within a structured system that provides training, mentorship, and consistent support — even if you've never worked in sales before. Many teachers, coaches, and education professionals reach a point where they want to continue making a difference — while also exploring new opportunities for growth, flexibility, and long-term income potential. 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. Professionals from education often thrive here because the role draws on familiar strengths: communication, mentorship, leadership, and the ability to guide others through important decisions. This isn't about leaving education behind — it's about applying your experience in a new environment where your voice, structure, and people skills continue to matter.

Requirements

• Have experience as a teacher, coach, trainer, educator, or mentor
• Enjoy presenting, guiding conversations, and helping people learn
• Communicate with clarity, patience, and professionalism
• Thrive in relationship-focused environments
• Looking for a career path that blends purpose with growth potential
• Willing to obtain a Health & Life Insurance license (support provided)

Responsibilities

• Connect with local businesses and introduce supplemental insurance solutions
• Lead enrollment-style conversations that feel educational, not high-pressure
• Break down complex information into clear, easy-to-understand guidance
• Build long-term relationships through follow-up and consistent communication
• Organize your schedule, appointments, and territory activity
• Participate in weekly training, collaboration, and professional development

Benefits

• Commission-based income with performance bonuses
• Optional 6-week base draw while building your client base
• Flexible daytime schedule with autonomy over your territory
• Long-term advancement into training, leadership, or mentoring roles
• Structured onboarding with step-by-step support
• Hands-on field training and mentorship
• Health & Life licensing assistance and reimbursement
• Coaching focused on communication, leadership, and relationship skills
• A collaborative team culture that values encouragement and growth

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed