Sales Representative and Field Trainer

Canyon Creek Financial LLC.; Bend (OR); On-site; USD 80,000 - 110,000; Part time

Benefits offered by this job

Short-term weekly draw

Uncapped commissions

Bonuses

CRM & training provided

Fast sales cycle

First-year earnings potential

Job summary

Canyon Creek Financial LLC. is seeking an Insurance Sales Specialist and Training Consultant in Bend, Oregon. You will lead in-person outreach, present supplemental insurance solutions, and build lasting client relationships while mentoring new teammates with patience.

As an independent contractor, you’ll manage your schedule and grow into leadership and training roles, supported by a collaborative culture and focused on communities you serve.

Qualifications

• Minimum 1 year of B2B sales experience or client-facing role.
• Mentorship or coaching experience is a plus.
• Excellent communicator who builds trust naturally.
• Dependable, organized, and self-motivated.
• Willingness to travel locally for in-person sales.
• State Health License (or willingness to obtain).

Responsibilities

• Connect with business owners through in-person outreach.
• Present supplemental insurance solutions for clients.
• Build long-term client relationships based on trust.
• Mentor new team members by modeling consistency and care.
• Balance autonomy with team collaboration.

Skills

Communication

Trust-building

Travel locally

Mentorship experience

Education

State Health License

Tools

CRM

Job description

Insurance Sales Specialist and Training Consultant

Lead With Strength. Serve With Purpose.

At Canyon Creek Financial, we believe great leaders don't need titles or pressure to inspire others—they lead with integrity, calm confidence, and steady support.

We're looking for an Insurance Sales Specialist and Training Consultant to help local businesses protect their people while mentoring new teammates with patience and purpose. You'll manage your own schedule, guide others in the field, and build meaningful relationships—all backed by a respectful, collaborative culture.

What You'll Do

• Connect with business owners through professional, in-person outreach
• Present supplemental insurance solutions that bring clarity and peace of mind
• Build long-term client relationships based on trust, not pressure
  Mentor new team members by modeling consistency, care, and professionalism
• Balance autonomy with collaboration - managing your schedule while staying connected to the team

Why This Role Might Be Right for You

• Supportive but Independent - As an independent contractor, you thrive with autonomy but value having a reliable team behind you
• Relationship-Oriented - You prioritize trust and long-term partnerships over one-time transactions
• Grounded Leader - You guide with calm confidence and collaboration, not competition
• Protective and Purposeful - You're motivated to help others feel secure in protecting their families and futures
• Resilient and Steady - You remain thoughtful and dependable, even when challenges aris

What Sets This Role Apart

• Face-to-Face Sales - Build real relationships by working directly with clients in your local community
• Commissions with Bonuses - Your earning potential is driven by performance, not limits
• Leadership Growth Path - A clear, structured path to advance into mentoring and training roles
• Support Without Micromanagement - Get the training, tools, and guidance you need-while keeping your autonomy
  Work That Matters - Make a genuine impact for businesses and families as you build a long-term career

Qualifications

• 1 year, minimum, of B2B sales experience or client-facing role
• Mentorship or coaching experience is a plus (but not required)
• Excellent communicator who builds trust naturally - no pushy tactics needed
• Dependable, organized, and self-motivated
• Willingness to travel locally for in-person sales
• State Health License (or willingness to obtain - licensing support and reimbursement provided)

Benefits

• Short-term weekly base draw, uncapped commissions and bonus opportunities
• Quarterly and annual incentives (cash bonuses, trips, stock options)
• CRM, training, and digital sales tools provided
• Fast sales cycle: most client decisions made within 3 business days
• First-year estimated earnings: $80,000-$110,000+

Work Schedule

• Monday-Friday
• In-person, business-to-business sales in your community
• Occasional weekend flexibility as needed

A Leadership Path That Matches Your Style

This isn't about pressure or showmanship. It's about leading with presence, supporting others steadily, and creating a meaningful career where your impact is clear.