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Insurance Trainer Jobs in Remote, OR (NOW HIRING)

HMG Careers

Work From Home Sales Specialist

Coos Bay, OR · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

HMG Careers

Work From Home Sales Specialist

Oakland, OR · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

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All JobsInsurance Trainer JobsInsurance Trainer Jobs in Remote, OR

Insurance Trainer information

See Remote, OR salary details

$11

$27

$48

How much do insurance trainer jobs pay per hour?

As of Sep 3, 2026, the average hourly pay for insurance trainer in Remote, OR is $27.01, according to ZipRecruiter salary data. Most workers in this role earn between $18.99 and $31.20 per hour, depending on experience, location, and employer.

What does an insurance trainer do?

An Insurance Trainer is responsible for educating insurance professionals on industry regulations, company policies, sales techniques, and customer service skills. They design and deliver training programs, conduct workshops, and assess employee performance to ensure compliance and efficiency. Trainers may also stay updated on industry trends to improve training materials and methods. Their goal is to enhance the knowledge and effectiveness of insurance agents, customer service representatives, and other staff.

What are the key skills and qualifications needed to thrive as an insurance trainer?

To thrive as an Insurance Trainer, you need in-depth knowledge of insurance products, industry regulations, and adult learning principles, often supported by a background in insurance and a relevant certification or teaching experience. Familiarity with Learning Management Systems (LMS), virtual training platforms, and proficiency in creating educational materials are typically required. Standout trainers have excellent communication, presentation skills, patience, and adaptability to meet diverse learner needs. These skills ensure effective knowledge transfer, regulatory compliance, and improved team performance within insurance organizations.

What are the typical daily responsibilities of an insurance trainer?

As an Insurance Trainer, your typical day may involve designing and delivering interactive training sessions for new hires or existing staff, developing educational materials such as manuals and e-learning modules, and assessing training effectiveness through evaluations or feedback. You will likely spend time staying up-to-date on industry changes and regulations to ensure content accuracy. Collaboration with managers and subject matter experts is common to tailor training programs to organizational needs, and you may also provide one-on-one coaching or support. This dynamic role requires balancing instructional duties with ongoing administrative tasks, making each day varied and engaging.

What are popular job titles related to Insurance Trainer jobs in Remote, OR?

For Insurance Trainer jobs in Remote, OR, the most frequently searched job titles are:

What job categories do people searching Insurance Trainer jobs in Remote, OR look for?

The top searched job categories for Insurance Trainer jobs in Remote, OR are:

Insurance Trainer jobs near you
Infographic showing various Insurance Trainer job openings in Remote, OR as of August 2026, with employment types broken down into 1% As Needed, 75% Full Time, 18% Part Time, and 6% Contract. Highlights an 75% Physical, 1% Hybrid, and 24% Remote job distribution, with an average salary of $56,177 per year, or $27 per hour.

Outside Sales Representative & Trainer

Canyon Creek Financial LLC.

Roseburg, OR • On-site

$80K - $100K/yr

Full-time

Medical, Life

Re-posted 26 days ago

Job description

Outside Sales Representative & Trainer

Company: Canyon Creek Financial
Type: Full-Time | Outside Sales | B2B Sales
Location: In-person, local territory (occasional travel)
Schedule: Monday–Friday (with flexibility, occasional weekends)
Compensation: Weekly Base Draw + Uncapped Commissions + Bonuses | $80,000–$100,000+ annually | Licensing Reimbursement, Training & Incentives

Empower. Guide. Grow.

At Canyon Creek Financial, we know success comes from more than just hitting numbers—it's about staying focused, persevering through challenges, and helping others rise alongside you.

We're seeking a Supplemental Insurance Sales Representative and Trainer who not only thrives in direct sales but also has a true passion for facilitation, coaching, and guiding others. In this role as an independent contractor, you'll connect with business owners, provide valuable insurance solutions, and mentor new agents—helping them find their footing while sharpening your own leadership skills.

What You'll Do

  • Drive B2B Sales – Build relationships with business owners through face-to-face outreach and tailored insurance solutions.

  • Facilitate Growth – Train and mentor new agents with patience, structure, and encouragement in the field.
    Stay Focused & Accountable – Take ownership of your schedule, territory, and income.

  • Build Trust – Foster long-term relationships with clients and colleagues through consistency and follow-through.

Why This Role Stands Out

  • Reliable + Unlimited Pay – Weekly base draw plus uncapped commissions & bonuses

  • Licensing Support – We cover state licensing fees after certain metrics are met

  • Clear Leadership Pathway – Step confidently into mentorship and training roles

  • Autonomy with Support – Manage your own success while backed by a collaborative team

  • Meaningful Impact – Protect businesses and families while leaving a lasting mark

What We're Looking For

  • Resilient & Focused – You adapt, persevere, and keep moving forward

  • Facilitator at Heart – You enjoy coaching, guiding, and helping others grow

  • Sales Experience – At least 1 year of B2B sales success

  • Strong Communicator – Confident in presenting, coaching, and relationship building

  • Organized & Motivated – Able to balance independence with team collaboration

Additional Requirements:

  • Driver's license + reliable transportation

  • Occasional overnight travel within territory

  • Smartphone/iPad with data plan

  • Willingness to obtain a state Health & Life license (Assistance with licensing and reimbursement)

Compensation & Benefits

  • $80,000–$100,000+ annually, based on performance

  • Weekly base draw + uncapped commissions + bonuses

  • Quarterly & annual incentives: bonuses, trips, stock options

  • Short sales cycle (average 3 days)

  • CRM, mentorship, and structured training provided

Lead by Facilitating, Succeed by Growing

If you're focused, resilient, and passionate about helping others succeed, this role offers the platform to build your career while guiding others along the way.

Apply today and step into leadership with Canyon Creek Financial.

www.canyoncreekfinancial.com