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Trainee Insurance Jobs in Remote, OR (NOW HIRING)

True North Group LLC.

Sales Agent Trainee

Roseburg, OR · On-site

Sales Agent Trainee Number of Openings: 1 Territory Sales Position Available Break Into Sales with ... Meeting with individuals and teams in person Presenting workplace supplemental insurance benefits ...

Sunrise Enterprises of Roseburg, Inc.

DSA DSP

Roseburg, OR · On-site

$16.50/hr

Notify your supervisor of any conflicts of interest due to preexisting relationships with trainees ... Competitive medical/dental/vision benefits (full-time employees). * $10K life insurance at no cost ...

Sunrise Enterprises of Roseburg, Inc

DSA DSP

Roseburg, OR · On-site

$16.50/hr

Notify your supervisor of any conflicts of interest due to preexisting relationships with trainees ... Competitive medical/dental/vision benefits (full-time employees). * $10K life insurance at no cost ...

C.R. England

Dedicated Truck Driver

Coos Bay, OR

$1.4K - $1.7K/wk

This lane is not suitable for students, recent graduates, or trainees Lane Details: * Drivers on ... Medical, Dental, Vision, HSA, FSA, Life and AD&D Insurance * PTO * 401(k) * Additional voluntary ...

New

PLACE

Now Hiring Agent Partner Trainee

Coos Bay, OR · On-site

$40K - $100K/yr

This position also offers valuable benefits including revenue sharing, health insurance, equity participation, vesting plans, and investment opportunities. Responsibilities Responsibilities

All JobsInsurance JobsTrainee Insurance JobsTrainee Insurance Jobs in Remote, OR

Trainee Insurance information

See Remote, OR salary details

$25.5K

$43.5K

$63.4K

How much do trainee insurance jobs pay per year?

As of Jul 10, 2026, the average yearly pay for trainee insurance in Remote, OR is $43,487.00, according to ZipRecruiter salary data. Most workers in this role earn between $33,000.00 and $50,900.00 per year, depending on experience, location, and employer.

What does a trainee insurance role involve?

A trainee insurance role typically involves learning the fundamentals of the insurance industry, including understanding different types of insurance policies, risk assessment, and customer service. Trainees often assist senior staff with policy administration, claims processing, and underwriting tasks. The position is designed to provide hands-on experience and training, allowing individuals to develop the skills needed for a successful career in insurance. Over time, trainees may have opportunities to specialize in areas like sales, claims, or underwriting, depending on their interests and company needs.

What are the key skills and qualifications needed to thrive as a Trainee Insurance professional, and why are they important?

To thrive as a Trainee Insurance professional, you need a basic understanding of insurance principles, analytical skills, and a relevant educational background such as a degree in finance, business, or economics. Familiarity with insurance software, CRM systems, and potentially industry certifications like CII (Chartered Insurance Institute) is advantageous. Strong communication, attention to detail, and a customer-focused mindset are standout soft skills in this role. These abilities are crucial for accurately assessing risk, building client trust, and ensuring efficient and compliant insurance operations.

What are some common challenges faced by trainee insurance professionals during their first year on the job?

Trainee insurance professionals often encounter challenges such as grasping complex policy details, adapting to regulatory requirements, and building effective communication skills with clients. Balancing administrative responsibilities with learning about different insurance products can also be demanding. However, with mentorship and on-the-job training, trainees gradually develop the confidence and expertise needed to succeed in the industry.

What is the difference between Trainee Insurance vs Insurance Agent?

AspectTrainee InsuranceInsurance Agent
Required CredentialsTypically no formal license, on-the-job trainingLicensed, often requires certification
Work EnvironmentTraining programs, supervised learningClient-facing, sales-focused
Employer & Industry UsageInsurance companies, training rolesInsurance agencies, sales roles

In summary, a Trainee Insurance is an entry-level position focused on learning and training within the insurance industry, often without requiring a license. An Insurance Agent, however, is a licensed professional responsible for selling insurance policies and advising clients. The trainee role is a stepping stone toward becoming a licensed insurance agent.

What are the most commonly searched types of Insurance jobs in Remote, OR? The most popular types of Insurance jobs in Remote, OR are:
Trainee Insurance jobs near you
Infographic showing various Trainee Insurance job openings in Remote, OR as of July 2026, with employment types broken down into 1% As Needed, 71% Full Time, 23% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $43,487 per year, or $20.9 per hour.

Sales Agent Trainee

True North Group LLC.

Roseburg, OR • On-site

Full-time

Re-posted 12 days ago

Job description

Join Our Team at True North Group!

Position: Sales Agent Trainee

Number of Openings: 1 Territory Sales Position Available

Break Into Sales with Purpose

Looking to launch your career in a role where your results directly impact your paycheck. At True North Group, we believe the best salespeople aren't born -they're trained. If you're hungry to learn, ready to hustle, and eager to grow into something more, we'll give you the tools to make it happen.

If you're looking for more than a job something that offers real growth, real income potential, and the chance to make a difference this could be it.

Your Day-to-Day Will Include:

Meeting with individuals and teams in person

Presenting workplace supplemental insurance benefits and protecting families

Following up and generating leads and building your own pipeline

Collaborating with teammates and mentors in and out ofthe field

Learning to close deals and manage long-term client relationships

We Provide:

Uncapped weekly commission + Weekly draw pay + bonus structure

Comprehensive training and field development

Incentive trips, team events, and networking opportunities

A clear, personalized career path from day one

It is a requirement that you obtain your Health and Life Insurance license before beginning work with us. Once you receive a job offer, our onboarding team will guide you through the licensing process step-by-step. After you join our team, you'll be eligible for reimbursement of any licensing fees you paid to become licensed.

What You Need:

A positive attitude and strong work ethic

Excellent communication skills

A coachable mindset and eagerness to learn

The ability to work independently and manage time

Reliable transportation and professional presence

No Experience, No Problem.

Whether you're just out of university, switching industries, or trying to find a place to grow long term, we've built a system that helps newcomers thrive. Many of our top reps came in with zero sales experience ? just the willingness to work hard, take feedback, and stay consistent.

We're interviewing now. Take the first step toward something bigger.

Apply at www.thetruenorthgroupllc.com