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Assistant Insurance Sales Trainer Jobs in Oregon

True North Group LLC.

Outside Sales Trainer

Portland, OR · On-site

$90K - $110K/yr

Experienced Outside Sales Trainer Number of Openings: 1 Territory Representative Position Available ... Providing business to business demonstrations for our supplemental insurance products What You'll ...

True North Group LLC.

Outside Sales Trainer

Portland, OR · On-site

Experienced Outside Sales Trainer Number of Openings: 1 Territory Representative Position Available ... Providing business to business demonstrations for our supplemental insurance products What You'll ...

True North Group LLC.

Outside Sales Trainer

Salem, OR · On-site

$90K - $110K/yr

Experienced Outside Sales Trainer Number of Openings: 1 Territory Representative Position Available ... Providing business to business demonstrations for our supplemental insurance products What You'll ...

True North Group LLC.

Outside Sales Trainer

Woodburn, OR · On-site

$90K - $110K/yr

Experienced Outside Sales Trainer Number of Openings: 1 Territory Representative Position Available ... Providing business to business demonstrations for our supplemental insurance products What You'll ...

True North Group LLC.

Outside Sales Trainer

Salem, OR · On-site

Experienced Outside Sales Trainer Number of Openings: 1 Territory Representative Position Available ... Providing business to business demonstrations for our supplemental insurance products What You'll ...

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Assistant Insurance Sales Trainer information

What does an assistant insurance sales trainer do?

An Assistant Insurance Sales Trainer supports the lead trainer in developing and conducting training programs for insurance sales agents. Their responsibilities often include preparing training materials, coordinating sessions, assisting with onboarding new agents, and helping assess trainee progress. They may also provide one-on-one coaching, answer questions about products and sales techniques, and ensure that agents meet compliance and regulatory requirements. The role is vital in helping new and existing agents improve their sales skills and product knowledge, contributing to the overall success of the sales team.

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

To thrive as an Assistant Insurance Sales Trainer, you need a strong background in insurance products, sales techniques, and adult learning principles, often supported by relevant industry certifications. Familiarity with learning management systems (LMS), presentation software, and customer relationship management (CRM) tools is typically required. Excellent communication, coaching ability, and organizational skills help trainers effectively support and motivate new sales staff. These skills ensure that training is both impactful and aligned with organizational goals, ultimately driving sales performance and compliance.

What are some common challenges faced by assistant insurance sales trainers, and how can they overcome them?

Assistant Insurance Sales Trainers often encounter challenges such as adapting training methods to suit diverse learning styles and motivating new agents who may be unfamiliar with insurance concepts. To overcome these, trainers can develop a variety of interactive and engaging training materials, foster open communication, and provide personalized feedback. Collaborating closely with senior trainers and sales teams helps to identify knowledge gaps and tailor the training approach, ensuring that both new and experienced agents are well-prepared for success. Embracing continuous learning and staying updated on industry trends also contributes to effective training.

What is the difference between Assistant Insurance Sales Trainer vs Insurance Sales Trainer?

AspectAssistant Insurance Sales TrainerInsurance Sales Trainer
CertificationsTypically requires insurance licenses and sales certificationsSame as assistant, often with additional training certifications
Work EnvironmentSupports training programs, assists senior trainers, works in insurance offices or training centersLeads training sessions, develops sales strategies, works directly with sales teams
Employer & Industry UsageCommon in insurance agencies, brokerages, and financial firmsUsed in similar settings, often with more responsibility

The main difference is that an Assistant Insurance Sales Trainer supports and assists the Insurance Sales Trainer in training activities, while the Insurance Sales Trainer leads and develops training programs. The assistant role is more supportive and entry-level, whereas the trainer role involves more responsibility and expertise in sales training.

What are the most commonly searched types of Insurance Sales Trainer jobs in Oregon?

The most popular types of Insurance Sales Trainer jobs in Oregon are:

What cities in Oregon are hiring for Assistant Insurance Sales Trainer jobs?

Cities in Oregon with the most Assistant Insurance Sales Trainer job openings:

Assistant Insurance Sales Trainer jobs near you

Outside Sales Trainer

True North Group LLC.

Portland, OR • On-site

$90K - $110K/yr

Full-time

Re-posted 3 days ago

Job description

Join Our Team at True North Group

Position: Experienced Outside Sales Trainer

Number of Openings: 1 Territory Representative Position Available

The Role

At True North Group, we believe great leaders don't just close sales — they build people. We're looking for an experienced trainer who is passionate about developing others, leading by example in the field, and helping new sales representatives find their footing.

If you find fulfillment in seeing others succeed and want to play a key role in shaping a growing team, this opportunity is built for you.

What You'll Be Doing:

  • Supporting new agents with ride-alongs, field training, and hands-on guidance

  • Providing practical coaching that builds confidence and consistency

  • Encouraging a positive, team-focused culture rooted in growth

  • Balancing personal production with training and mentorship responsibilities

  • Providing business to business demonstrations for our supplemental insurance products

What You'll Get:

  • Competitive uncapped commission, weekly draw pay, and performance incentives and bonuses

  • Ongoing leadership development and mentorship from senior leaders

  • A clear path for advancement in agency leadership

  • Recognition events, retreats, and incentive travel opportunities

  • The chance to make a lasting impact on both clients and teammates

What We're Looking For:

  • Experience in sales, with a background in training or leadership preferred

  • Strong communicator who enjoys coaching and motivating others

  • Team-oriented mindset with a focus on collective success

  • Reliable, organized, and willing to lead in the field

  • Licensed (or willing to obtain) in life & health insurance, we will support you in obtaining licensure, and reimburse you after

Why This Matters

Families rely on us for protection during some of life's most difficult moments. By training and supporting new sales professionals, you help extend that protection to more people — while shaping the next generation of leaders.

Apply now at: www.thetruenorthgroupllc.com