Field Sales Leader & Trainer – Uncapped Commissions

Devine Business Group; Medford (OR); On-site; USD 85,000 - 95,000; Full time

Job summary

Devine Business Group is seeking an ambitious Outside Sales Representative & Trainer to join our team in a direct, in-person role. You will build relationships with local business owners and close deals while mentoring new team members to help them succeed.

This position offers uncapped earning potential, a weekly draw pay structure, and coaching to grow leadership capabilities. You will manage your own territory and deliver tailored insurance solutions.

Qualifications

• Strong communication, presentation, and relationship-building skills.
• Self-motivated and confident in a performance-based role.
• 5+ years of professional work experience (post-high school).
• Willingness to obtain a state health insurance license (licensing assistance and reimbursement provided).

Responsibilities

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

Skills

Relationship-building

Communication

Self-motivated

5+ years experience

Licensing willingness

Job description

Devine Business Group is seeking an ambitious Outside Sales Representative & Trainer to join our team in a direct, in-person role. You will build relationships with local business owners and close deals while mentoring new team members to help them succeed.

This position offers uncapped earning potential, a weekly draw pay structure, and coaching to grow leadership capabilities. You will manage your own territory and deliver tailored insurance solutions.