Outside Sales Representative & Trainer
$80k - $100kCanyon Creek Financial LLC.
Job Description
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.
$80k - $110k
...Job Description Job Description Outside Sales Representative & Trainer Who We're Looking For: We are seeking adaptable, competitive, and ambitious individuals who thrive in a fast-paced environment. Candidates should be self-driven, goal-oriented, and have...SuggestedFull timeMonday to FridayFlexible hoursNight shiftWeekend work- ...Job Description Job Description Join Our Team at True North Group! Position: Outside Sales Representative and Trainer Number of Openings: 1 Territory Leadership Position Available About Us At True North Group, we do more than offer supplemental...SuggestedWeekly payLocal areaFlexible hours
$85k - $95k
...Job Description Job Description Sales Representative & Field Trainer Lead. Sell. Train. Achieve. Devine Business Group is seeking a full-time Sales Representative and Field Trainer for a motivated professional who thrives in business to business direct sales....SuggestedFull timeFor contractorsMonday to Friday$75k - $95k
...Job Description Job Description B2B Sales Representative & Trainer Where Grit Meets Growth Are you driven, competitive, and thrive in roles where your success is in your handsbut you're not alone ? At Divinity Group , we're looking for athletic-minded, determined...SuggestedFor contractors- ...Job Description Job Description Outside Sales Representative & Trainer About Us: At Divinity Group , we empower ambitious professionals to achieve more. We deliver innovative supplemental insurance solutions while celebrating high performers. This is a role...Suggested
$80k - $110k
...Job Description Job Description Sales Representative & Field Trainer About Us At RISE Financial , we are a forward-growing supplemental insurance company committed to integrity, exceptional service, and continuous improvement. Our mission is to serve small and...Weekly payFull timeMonday to FridayNight shiftWeekend work- A community-focused publishing company is seeking Publishers to contribute to local economies and grow their financial future. This independent contractor role offers flexible hours, unlimited income potential through a commission model, and comprehensive training. Publishers...For contractorsLocal areaFlexible hours
$75k
...your chance to earn like a highly educated professional—our proven products and systems are your roadmap to becoming a top earner in sales. If you’re prepared to unlock your full potential, let us show you how to build a lucrative and rewarding future. Why Join...Flexible hoursNight shift- Are you ready to build your financial future, grow your local economy, share what is good in the community, enjoy a flexible work schedule and all in the presence of a humility-based work culture? Apply to learn more. Revenue Potential: Each BVM magazine can hold...For contractorsLocal areaImmediate startWork from homeHome officeFlexible hoursWeekend workAfternoon shift
- ...your love of community into a career. Best Version Media is looking for a driven, community-minded sales professional to join us as a Media Sales Representative. About Best Version Media Founded in 2007, Best Version Media (BVM) has spent nearly two decades...For contractorsLocal areaFlexible hours
- ...eager to build your expertise in order management, quoting, and sales support, this is an excellent opportunity to begin and grow your... ...price and delivery information when existing information falls outside target criteria. Issue accurate quote documents to customers....Work at office
$69k
...Job Description Job Description Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible... ...States or Canada We do not hire candidates residing outside North America Responsibilities Contact provided leads...Remote workWork from homeFlexible hours- About Victra Victra is Verizon's largest premium retailer in the United States. We are seeking Sales Consultants who deliver world‑class service to Every Guest. Every Time. From executing Victra's sales process to sharing your product knowledge, you will connect our guests...Full timeNight shiftWeekend workAfternoon shift
$75k - $100k
...Job Description Job Description Outside Sales Representative If you're ready to turn your drive into adventure, your energy into impact, and your ambition into a fulfilling career, at Canyon Creek Financial, we're not just hiring—we're inviting you to build something...Weekly payFor contractorsWork experience placementImmediate startMonday to FridayWeekend work- ...Description Join Our Team at True North Group! Position: Field Sales Representative Number of Openings: 1 Territory Role Available Who... .... Bonus Points If You Have: Previous experience in outside sales, customer service, hospitality, or athletic/...Weekly pay
- ...Description Job Description Join Our Team as a Direct Sales Representative! If you love meeting new people and exploring different... ...Overview of Duties and Responsibilities: This is an outside sales position working in your own assigned sales territory....Weekly payFull timeWork experience placementLocal areaImmediate start
$65k - $85k
...Job Description Job Description Junior Sales Representative If you are a motivated, ambitious individual ready to kickstart a dynamic... ...environment, we want to hear from you! This is an outside sales position going business to business in your community...Weekly payFull timeMonday to FridayWeekend work$70k - $90k
...Job Description Job Description B2B Sales Representative Do you thrive on new experiences, enjoy building strong relationships, and value both freedom and responsibility. At Devine Business Group, we are seeking a motivated and dynamic independent contractor to...Weekly payFull timeFor contractorsWork experience placementMonday to Friday$65k - $85k
...Job Description Job Description Entry-Level Sales Representative Devine Business Group is seeking driven and professional independent contractors for an entry-level, business-to-business sales position focused on supplemental insurance products. This opportunity...Full timeFor contractorsLocal areaMonday to FridayShift workWeekend work$75k - $100k
...Job Description Job Description Direct Sales Representative About R.I.S.E. Financial: At R.I.S.E. Financial , we're not just about making dealswe're about creating a culture of success and community. We know that the grind to get to the top is tough, but...Full timeWork experience placementImmediate startMonday to FridayWeekend work$65k - $85k
...Job Description Job Description Junior Sales Representative This is a career designed for energetic, people-loving individuals who crave... ...solutions that offer real value and peace of mind. This is an outside sales independent contractor role focused on business-to-...For contractorsLocal areaImmediate startFlexible hours$70k - $90k
...Job Description Job Description Outside Sales Consultant Location: Flexible / Outside Sales / Remote (Independent Contractor) Salary: $70,000–$90,000+ per year, plus uncapped bonuses Take your sales career to the next level. The Divinity Group is looking...For contractorsImmediate startRemote workFlexible hours- ...the finish line on your own terms, then our Entry Level Territory Sales Associate role might be just what you're looking for. As a... .... Overview of Duties and Responsibilities: This is an outside sales position working in your own assigned sales territory. We...Weekly payWork experience placementLocal area
$65k - $85k
...Job Description Job Description Junior Insurance Representative At Divinity Group, we're not looking for someone who just wants a jobwe... ...supplemental insurance coverage for their employees. No prior sales experience? No problemwe value your track record of...For contractorsLocal areaFlexible hours$80k - $130k
...Sales Representative Oregon Equipment Sales & Linn Benton Tractor is a premier Kubota tractor dealership serving the agricultural and construction... ...showroom traffic, walk-ins, and inbound leads) or outside sales (proactive territory management, account development,...$65k - $85k
...Job Description Job Description Outside Insurance Representative, Entry-Level Location: Flexible / Remote | Job Type: Commission-Based | Company: Divinity Group Are you ambitious, results-driven, and ready to take your career to the next level? At Divinity...For contractorsRemote workFlexible hours- ...Job Description Job Description Join Our Team at True North Group! Position: Sales Agent Trainee Number of Openings: 1 Territory Sales Position Available Break Into Sales with Purpose Looking to launch your career in a role where your results directly...Weekly payTraineeship
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Outside Sales Representative & Trainer. Be the first to apply!
- sales consultant sales representative Lebanon, OR
- independent sales representative Lebanon, OR
- inside sales representative Lebanon, OR
- technology sales representative Lebanon, OR
- roofing sales representative Lebanon, OR
- wholesale sales representative Lebanon, OR
- sales representative packaging Lebanon, OR
- local sales representative Lebanon, OR
- business to business sales representative Lebanon, OR
- oncology sales representative Lebanon, OR


