Outside Sales Representative and Trainer

Devine Business Group•Hillsboro, OR
•Onsite

About The Position

Devine Business Group is seeking an ambitious, driven, and people-focused Sales Representative and Trainer for a direct-sales role as an independent contractor. The role combines building relationships with local business owners and decision-makers, presenting supplemental insurance solutions, closing sales, and mentoring and training new team members. It is an in-person, business-to-business position with autonomy to manage your time and territory, supported by hands-on training and mentorship. Compensation includes weekly draw pay, uncapped commissions, and bonuses, with stated earnings of $85,000–$95,000+ annually. The schedule is Monday through Friday, with weekends as needed.

Requirements

  • Strong communication, presentation, and relationship-building skills.
  • Self-motivation and confidence in a performance-based role.
  • At least 5 years of professional work experience after high school.
  • Willingness to obtain a state health insurance license.

Responsibilities

  • Build and grow meaningful relationships with local business owners and decision-makers.
  • Present tailored supplemental insurance solutions to clients.
  • Mentor and train new team members by providing guidance, coaching, and support.
  • Track performance, meet or exceed goals, and use feedback to improve strategies.
  • Lead by example and foster a culture of professionalism, focus, and results.

Benefits

  • Licensing assistance and reimbursement.
  • Hands-on training and mentorship.
  • Leadership and career-development opportunities.
  • Trips, cash bonuses, and stock options for top performers.
  • Flexibility and autonomy to manage your own time and territory, with team support.
  • Weekly draw pay, uncapped commissions, and bonuses.
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