Entry-Level Insurance Sales Representative

Devine Business Group • Bend, OR

5d • Onsite

About The Position

Devine Business Group is hiring an Entry-Level Insurance Sales Representative to build and nurture relationships with small to medium-sized businesses. The representative will identify clients’ insurance needs, guide them in selecting insurance solutions, and work toward meeting and exceeding sales targets. The role emphasizes business-to-business insurance sales, client service, persistence, self-reliance, and professional growth within a supportive team. Work is conducted in person in a business-to-business setting, with a flexible schedule and Monday-to-Friday hours; weekends may be needed.

The company provides licensing support and reimbursement, ongoing training, industry-specific education, one-on-one mentorship from a successful sales manager, and opportunities to advance into leadership roles. Compensation includes a weekly draw, uncapped commission, and bonuses from day one. The posting describes a typical three-business-day sales cycle and a 100% lifetime vested renewal after five years.

Requirements

• Associate’s degree or at least two years of professional experience after high school; candidates within three months of completing their degree or with relevant outside sales experience will also be considered.
• Growth mindset and positive, driven attitude.
• Desire to help others and build trust through caring, empathetic business relationships.
• Self-driven, goal-oriented approach and ability to overcome challenges.
• Excellent communication skills and interest in solving client problems.
• Motivation, results-oriented approach, and strong work ethic, including following through on tasks and goals.
• Health and Life insurance license is required to perform the job, but is not required to apply; licensing reimbursement is provided.

Nice To Haves

• Relevant outside sales experience.
• Degree completion expected within three months.

Responsibilities

• Build and maintain business relationships through outreach, networking, and consultations.
• Identify businesses’ insurance needs and guide them in selecting insurance solutions.
• Meet and exceed sales goals while developing negotiation, communication, and deal-closing skills.
• Take initiative in learning and growing alongside the team.
• Collaborate with colleagues to refine strategies and improve through shared growth.

Benefits

• Competitive weekly draw pay with uncapped commission and bonuses from day one.
• 100% lifetime vested renewal after five years.
• Licensing support and reimbursement.
• Ongoing training and corporate and industry-specific education through virtual, in-person, and classroom sessions.
• One-on-one mentorship from a successful sales manager.
• Growth opportunities and clear advancement paths into leadership roles.
• Flexible schedule.

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: Associate degree