Insurance Sales Representative and Trainer

Canyon Creek Financial LLC; Central Point (OR); On-site; USD 80,000 - 100,000; Full time

Benefits offered by this job

Licensing reimbursement

Leadership pathway

Autonomy and flexibility

Bonuses

Job summary

Canyon Creek Financial in the United States is seeking an Insurance Sales Representative and Trainer to lead B2B sales, train new agents, and own your success in a local, in-person territory.

You will build relationships with business clients, mentor teammates, and manage your schedule with autonomy while pursuing licensing and growth opportunities in a fast-paced environment.

Qualifications

• Proven B2B sales experience with at least 1 year and measurable success.
• Mentorship or coaching background is preferred.
• Exceptional communication skills in person and in writing.
• Leadership-driven with ability to inspire others.
• Organized and self-motivated with strong time management.
• Relationship-oriented with focus on trust and long-term connections.
• Resilient and positive attitude in challenging situations.

Responsibilities

• Lead B2B sales efforts by engaging business owners and professionals with supplemental insurance solutions.
• Train and mentor new agents, guiding them to grow in skill and confidence.
• Own your success by managing your schedule, territory, and income with autonomy.
• Build relationships through consistent follow-up and exceptional service.

Skills

B2B Sales Experience

Mentorship

Communication

Leadership

Organization

Relationship

Resilience

Job description

Insurance Sales Representative and Trainer

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

Lead, Sell, and Inspire at Canyon Creek Financial

At Canyon Creek Financial, we believe success is built by people who take initiative, act with purpose, and aren't afraid to lead from the front.

We're looking for a Supplemental Insurance Sales Representative and Trainer who thrives on challenge, values independence, and is motivated by both personal achievement and the growth of others. In this role, you'll have the opportunity to build meaningful client relationships, guide new team members, and step into a clear leadership pathway.

What You'll Do

• Lead B2B Sales Efforts – Conduct in-person outreach with business owners and professionals to deliver supplemental insurance solutions

• Train and Mentor New Agents – Provide guidance and support to teammates in the field, helping them grow in skill and confidence

• Own Your Success – Manage your own schedule, territory, and income with autonomy and accountability

• Build Relationships – Establish long-term trust with clients and colleagues through consistent follow-up and service

What Sets This Role Apart

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

• Licensing Support and Reimbursement – State fees covered to help you get licensed quickly

• Leadership Pathway – Opportunities to step into team leadership and training roles

• Autonomy and Flexibility – Control your time, goals, and growth

• High-Impact Work – Protect families and businesses while building your own legacy

Qualifications

• Proven B2B Sales Experience – At least 1 year with measurable success

• Mentorship or Coaching Background (Preferred) – Experience guiding or supporting others a plus

• Exceptional Communication Skills – Confident and clear in both in-person and written communication

• Leadership-Driven – Motivated to inspire and support others while achieving personal goals

• Organized and Self-Motivated – Strong time and task management skills with minimal supervision

• Relationship-Oriented – Committed to building trust and long-term connections

• Resilient and Positive – Maintains a solutions-first mindset in the face of challenges

Additional Requirements

• Valid driver's license and reliable transportation for local travel

• Occasional overnight travel within territory

• Access to a smartphone, iPad, and data plan

• Willingness to obtain a state Health license (not required to apply)

Compensation and Benefits

• Earnings: $80,000–$100,000 annually, depending on performance

• Pay Structure: Weekly base draw, commissions, and bonuses from day one

• Employment Type: Full-Time Independent Contractor | Outside Sales | B2B Sales

• Incentives: Quarterly/annual bonuses, incentive trips, stock options

• Sales Cycle: Short cycle (typical decisions within 3 business days)
  Support Provided: CRM access, structured training, mentorship, licensing reimbursement

Grow with Purpose. Lead with Confidence.

If you're ready to take control of your success, build meaningful client relationships, and guide others toward achievement, this role offers the platform to lead, sell, and inspire.