Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Outside Sales Representative & Trainer

$80k - $100k

Canyon 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.

 

Vacancy posted a month ago
Similar jobs that could be interesting for youBased on the Outside Sales Representative & Trainer in Roseburg, OR vacancy
  • $80k - $110k

     ...Job Description Job Description   B2B Sales Representative & Trainer About Us: At R.I.S.E. Financial , we are driven by integrity, service , and an unwavering commitment to relentless growth . We believe in empowering individuals and families through... 
    Suggested
    Weekly pay
    Full time
    Monday to Friday
    Weekend work

    R.I.S.E. Financial

    Roseburg, OR
    16 days ago
  • $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.... 
    Suggested
    Full time
    For contractors
    Monday to Friday

    Devine Business Group

    Roseburg, OR
    21 days ago
  • $75k - $95k

     ...Job Description Job Description Sales Representative & Field Trainer Take Control. Lead the Charge. Make Your Mark. Divinity Group is seeking a Sales Representative & Field Trainer for professionals who thrive on independence, authority, and measurable impact.... 
    Suggested

    Divinity Group LLC

    Roseburg, OR
    24 days ago
  •  ...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... 
    Suggested
    Weekly pay
    Local area
    Flexible hours

    True North Group LLC.

    Roseburg, OR
    3 days ago
  • $75k - $95k

     ...Job Description Job Description Outside Sales Representative & Trainer Mission First. Standards Matter. Leadership Earned. Divinity Group provides supplemental insurance solutions that help businesses protect their people. We are seeking a Sales Representative... 
    Suggested
    Full time
    For contractors
    Local area
    Remote work
    Monday to Friday

    Divinity Group LLC

    Roseburg, OR
    6 days ago
  • $85k - $95k

     ...Job Description Job Description Outside Sales Representative and Trainer Lead, Sell, and Empower Others Position Overview Devine Business Group is seeking an ambitious, driven, and people-focused Sales Representative & Trainer to join our team. In this direct... 
    Weekly pay
    For contractors
    Work experience placement
    Local area
    Weekend work

    Devine Business Group

    Roseburg, OR
    a month ago
  • $90k - $100k

     ...Outside Sales Representative Are you looking for an Outside Sales position with unlimited earning potential in a flourishing industry? Are you looking for an opportunity where you can earn uncapped commissions while still having a base salary with full benefits? Have... 
    Work at office
    Home office

    Hibu

    Roseburg, OR
    4 days ago
  • $100k

     ...Do you enjoy connecting people to reliable telecommunication services while engaging directly with your community? As an Outside Sales Representative at Spectrum, you will represent our trusted products through face-to-face interactions with prospective customers,... 
    Work experience placement
    Work at office
    Local area
    Visa sponsorship
    Weekend work
    Afternoon shift

    Spectrum

    Roseburg, OR
    6 days ago
  • $90k - $100k

    Job Requirements Are you looking for an Outside Sales position with unlimited earning potential in a flourishing industry? Are you looking...  ...you! What you will be responsible for as an Outside Sales Representative: Selling Digital Marketing solutions through a partnership... 
    Work at office
    Immediate start
    Home office

    Hibu

    Roseburg, OR
    4 days ago
  •  ...Sales Specialist | Home DepotSales Specialists help customers bring their project ideas to life by offering a range of product options, providing samples, and recommending solutions—including installation and related services. Sales Specialists listen to customer needs... 
    Local area

    Jobcase

    Roseburg, OR
    1 day ago
  • $51.51k

     ...Sales Relief Representative Dreaming big is in our DNA. It's who we are as a company. It's our culture. It's our heritage. And more than ever, it's our future. A future where we're always looking forward. Always serving up new ways to meet life's moments. A future where... 
    Permanent employment
    Flexible hours
    Night shift

    Beatbox Beverages

    Roseburg, OR
    1 day ago
  •  ...Fred Meyer Jewelers Sales Professional Fred Meyer Jewelers sales professionals are welcoming, friendly, understanding, caring, dynamic, driven, and creative individuals who believe what they are doing every day makes a difference in achieving the same, ideal customer... 
    Hourly pay
    Full time
    Shift work

    Kroger

    Roseburg, OR
    4 days ago
  • $70k - $90k

     ...Job Description Job Description B2B Sales Representative About The Role: The Divinity Group is seeking a driven B2B Sales Representative with a first-responder mindsetcalm under pressure, decisive, and action-oriented. This commission-based, independent contractor... 
    For contractors
    Remote work
    Flexible hours

    Divinity Group LLC

    Roseburg, OR
    22 days ago
  • $65k - $85k

     ...Job Description Job Description Entry-Level Sales Representative Discipline. Execution. Mission Accomplished. Divinity Group is building...  ...abilities , preparing you to advance into senior sales or trainer roles as you prove your capabilities. Operational Details... 
    Full time
    For contractors
    Casual work
    Local area
    Remote work

    Divinity Group LLC

    Roseburg, OR
    22 days ago
  • $65k - $85k

     ...Job Description Job Description Sales Representative Entry Level About Us: RISE Financial is a thriving Supplemental Insurance Company, committed to growth and success. We're looking for driven, ambitious individuals eager to jumpstart their careers in sales... 
    Weekly pay
    Full time
    Monday to Friday
    Flexible hours
    Weekend work

    R.I.S.E. Financial

    Roseburg, OR
    6 days ago
  • $40k - $64k

     ...Job Description Job Description Sales Consultant     Why 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... 
    Base plus commission
    Hourly pay
    Full time
    Local area
    Night shift
    Weekend work
    Afternoon shift

    Victra - Verizon Wireless Premium Retailer

    Roseburg, OR
    29 days ago
  •  ...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

    True North Group LLC.

    Roseburg, OR
    a month ago
  • $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 pay
    Full time
    Monday to Friday
    Weekend work

    R.I.S.E. Financial

    Roseburg, OR
    21 days ago
  • $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 contractors
    Local area
    Immediate start
    Flexible hours

    Canyon Creek Financial LLC.

    Roseburg, OR
    3 days ago
  • $75k - $100k

     ...performer, and also develop a top-performing sales team.  We are coming off of our 7th...  ...themselves as well as others Thinks outside the box to work smarter, not harder  Great...  ...at whatever they set out to do   Representatives Receive : ~ An exceptional supplemental... 
    Weekly pay
    Full time
    Work experience placement
    Monday to Friday
    Flexible hours
    Weekend work

    R.I.S.E. Financial

    Roseburg, OR
    27 days ago
  • $45k

     ...of Account Executives to accomplish what they set out to do. Welcome to the Riverside Family. Working with us is not just another sales job. We’re changing our community and want you to be a part of our Account Executive team. We’ll set you up for success and be there... 
    Daily paid
    Local area
    Immediate start
    Remote work
    Work from home

    Riverside Payments

    Roseburg, OR
    12 days ago
  • 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 approximately...
    For contractors
    Local area
    Immediate start
    Work from home
    Home office
    Flexible hours
    Weekend work
    Afternoon shift

    Best Version Media

    Roseburg, OR
    4 days ago
  • 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 impact your paycheck. At True North Group, we believe... 
    Weekly pay
    Traineeship

    True North Group LLC.

    Roseburg, OR
    2 days ago
  • $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 hiringwe're inviting you to build something... 
    Weekly pay
    For contractors
    Work experience placement
    Immediate start
    Monday to Friday
    Weekend work

    Canyon Creek Financial LLC.

    Roseburg, OR
    24 days ago
  • $75k - $100k

     ...Job Description Job Description Outside Sales Representative Join Our Team and Build Your Future! We are looking for motivated, high-achieving individuals to join our growing team as Sales Representatives. Whether you're someone who thrives in a dynamic, fast-paced... 
    Weekly pay
    Work experience placement
    Immediate start
    Monday to Friday
    Weekend work

    R.I.S.E. Financial

    Roseburg, OR
    24 days ago
  • A leading home improvement retailer is seeking a full-time Pro Customer Service Sales professional in Roseburg, Oregon. This role involves delivering exceptional service to professional customers, driving sales through product knowledge, and maintaining strong relationships... 
    Full time

    The Home Depot

    Roseburg, OR
    3 days ago
  • $109.95 per hour

     ...Industry! We are seeking passionate, hard-working individuals to represent our brand. We offer a generous commission program including a multiplier plus a base pay. We are searching for driven, sales focused, vibrant employees who love beauty, wellness, self-care, skincare... 
    Hourly pay
    Full time
    Part time
    Flexible hours
    Night shift

    Palm Beach Tan

    Roseburg, OR
    4 days ago
  •  ...lifetime? Join our team today to help our customers celebrate life and express love! Your role at Kay Jewelers: As a part of our Sales Team you are responsible for providing a superior experience to our valued customers. In addition, you will: Engage customers in... 
    Base plus commission
    Full time
    Part time
    Seasonal work
    Immediate start
    Flexible hours
    Night shift
    Weekend work

    Kay Jewelers

    Roseburg, OR
    5 days ago
  •  ...resilient individuals who thrive under pressure.   In the world of sales, resilience is not just an asset—it's a necessity. At Altitude,...  ....   Overview of Duties and Responsibilities: This is an outside sales position working in your own assigned sales territory. We... 
    Weekly pay
    Work experience placement
    Local area

    Altitude Development Group

    Roseburg, OR
    21 days ago
  • $67k - $70k

     ...Job Description Job Description Remote Sales Enrollment Specialist HMG Careers | Remote - Canada and United States Your...  ...organized and disciplined. In addition to a great income, you'll be representing an established insurance brand that serves union members,... 
    Remote job
    Work at office
    Work from home

    HMG Careers

    Roseburg, OR
    2 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Outside Sales Representative & Trainer. Be the first to apply!