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Outside Sales Representative & Trainer
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Posted on: Nov 05, 2026
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Happy Valley, Oregon
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Onsite
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Full-time
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Job Title :
Outside Sales Representative & Trainer
Job Type :
Full-Time
Job Location :
Happy Valley Oregon United States
Remote :
No
Job Description :
Job Description
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
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Position Details
Posted:
Nov 05, 2026
Reference Number:
ad6516fa
Employment:
Full-time
City:
Happy Valley
Job Origin:
ziprecruiter
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