Insurance Sales Representative and Trainer

Devine Business Group

Billings (MT)

On-site

USD 85,000 - 95,000

Full time

14 days+
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Benefits offered by this job

CRM access
Base draw with uncapped commissions
Licensing reimbursement
Training provided
Team leadership development

Job summary

Devine Business Group is seeking an Insurance Sales Representative and Trainer to bring high-value supplemental benefits to local businesses. You will work as an independent contractor, focusing on B2B outreach while mentoring emerging sales talent.

The role blends hands-on field sales with teaching, coaching, and leadership development, empowering teams to thrive. You will build meaningful relationships, serve communities with integrity, and help employers protect their people and bottom line.

Qualifications

  • At least four years of work experience in sales or training.
  • Experience as a coach, educator, or mentor preferred.
  • Ability to guide others toward success with integrity.
  • Enjoys working independently but thrives in a supportive team.

Responsibilities

  • Operate as a direct sales representative and field trainer for B2B clients.
  • Introduce employers to high-value supplemental insurance benefits.
  • Develop future sales talent by coaching and mentoring in the field.
  • Collaborate with a close-knit team while working as an independent contractor.

Skills

Sales
Coaching
Mentorship
Relationship building

Job description

Insurance Sales Representative and Trainer

At Devine Business Group, we believe that sales is not just about numbers-it is about service, impact, and meaningful relationships. We are seeking driven and compassionate professionals who want to bring high-quality insurance benefits to local businesses while helping others grow and thrive.

If you are a natural encourager with a strong sense of purpose, who finds fulfillment in helping others succeed and creating positive change, we want to hear from you.

Who You Are
You are a dedicated professional with at least four years of work experience and a track record of excellence in sales or training. You may have experience as a coach, educator, or mentor, and you value the opportunity to guide others toward success. You are motivated to serve with integrity and deliver the highest standard of care to the people around you. You enjoy working independently but are energized by being part of a close-knit team.

You are someone who:

  • Thrives on meaningful connections and community engagement

  • Has experience in or a passion for coaching and mentorship

  • Believes in leading by example and uplifting others

  • Wants to make a significant impact through service-oriented work

What You'll Do
As a direct sales representative and field trainer, you will operate as an independent contractor, going business-to-business to introduce employers to high-value supplemental insurance benefits that support their teams and strengthen their organizations. In this role, you will also help develop future sales talent, serving as a coach and mentor in the field.

What We Offer

  • Full-time position. Flexible Monday to Friday schedule with occasional weekends

  • Base draw, uncapped commissions, and regular bonuses (earn $85,000-$95,000 performance-based compensation)

  • Comprehensive training in the field and classroom, plus CRM access

  • State licensing assistance with reimbursement of state fees after certain metrics are met

  • Supportive team culture focused on collaboration, growth, and leadership development and opportunity to make a positive community impact

The Impact
This role is ideal for those who want more than a job- they want a mission. You'll help protect families and businesses, support your team's growth, and serve your community with compassion and excellence.

To learn more about who we are and what we do, visit www.thedevinebusinessgroup.com

If you are ready to combine your passion for teaching, service, and personal achievement in a role that rewards your efforts and values your heart, we invite you to join Devine Business Group

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