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

The Impact Insurance Agency • Hilbert, WI

2d • Hybrid

About The Position

Impact Insurance Agency is hiring a Trainer & Sales Representative to combine relationship-driven business-to-business sales with mentorship and leadership. The role involves meeting face-to-face with local business owners and employees to educate them about supplemental insurance solutions, guide enrollment conversations, and provide follow-up support. The representative will also mentor newer team members and help them develop in the field.

This is an independent contractor role with autonomy over schedule and local territory, supported by structured onboarding, leadership guidance, and a collaborative team culture. The agency welcomes candidates with teaching, coaching, training, or mentorship experience and supports obtaining a Health & Life Insurance license. The posting states target annual earnings of $85,000–$105,000 through draw pay, commissions, and bonuses.

Requirements

• Be willing to obtain a Health & Life Insurance license; support is provided.

Nice To Haves

• Experience as a teacher, coach, trainer, educator, or academic leader.
• Enjoyment of mentoring others and guiding people through important decisions.
• Value meaningful relationships and long-term impact.
• Interest in a career combining purpose, flexibility, and professional growth.

Responsibilities

• Build and nurture relationships with local business leaders and their teams.
• Educate employees about supplemental insurance solutions clearly and professionally.
• Guide enrollment conversations and provide ongoing follow-up support.
• Maintain organized client records and manage the assigned territory.
• Mentor and support newer representatives by sharing best practices and encouragement.
• Participate in weekly team collaboration, training, and professional development.
• Foster long-term partnerships through trust, service, and consistency.

Benefits

• Structured onboarding for professionals transitioning from education, coaching, or training roles.
• Hands-on mentorship and field guidance from experienced leaders.
• Health & Life licensing assistance and reimbursement.
• Ongoing professional development focused on communication, leadership, and client care.
• Collaborative, supportive team culture centered on growth and encouragement.
• Weekly draw available while growing a client base.
• Performance-based incentives and advancement into senior sales or leadership roles.
• Hybrid flexibility with local, in-person client meetings.
• Autonomy over schedule.

What This Job Offers

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