Outside Sales Representative & Trainer

Canyon Creek Financial.•West Linn, OR
•Onsite

About The Position

Canyon Creek Financial is hiring an Outside Sales Representative & Trainer to sell supplemental insurance to business owners and mentor new agents. The role combines face-to-face B2B sales, insurance solution presentations, and field-based coaching and training. The representative manages their own schedule, territory, and income while working with a collaborative team. The position is described as an independent contractor role and requires local territory travel, including occasional overnight travel. The schedule is Monday through Friday with flexibility and occasional weekends. Compensation is performance-based and includes a weekly base draw, uncapped commissions, bonuses, and incentives. Licensing support and reimbursement are available after certain metrics are met.

Requirements

  • At least 1 year of successful B2B sales experience.
  • Strong communication skills, including confidence in presenting, coaching, and relationship building.
  • Resilience, focus, and the ability to adapt and persevere through challenges.
  • Interest in facilitating, coaching, guiding, and helping others grow.
  • Organization and motivation, with the ability to balance independent work and team collaboration.
  • A driver's license and reliable transportation.
  • Willingness to obtain a state Health & Life license.
  • A smartphone or iPad with a data plan.
  • Availability for occasional overnight travel within the territory.

Responsibilities

  • Build relationships with business owners through face-to-face outreach and tailored insurance solutions.
  • Train and mentor new agents in the field with patience, structure, and encouragement.
  • Take ownership of the schedule, sales territory, and income.
  • Build long-term relationships with clients and colleagues through consistency and follow-through.
  • Present insurance solutions and coach others.
  • Obtain a state Health & Life license, with licensing assistance and reimbursement available.

Benefits

  • Weekly base draw, uncapped commissions, and bonuses.
  • Quarterly and annual incentives, including bonuses, trips, and stock options.
  • State licensing fee coverage after certain metrics are met.
  • Licensing assistance and reimbursement.
  • CRM, mentorship, and structured training.
  • Leadership pathway into mentorship and training roles.
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