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Outside Sales Representative Entry-Level

Confidential Client•Financial Services
Entry LevelContractFull Remote$97,089
Lake Stevens, Washington
A Day Ago

The Entry-Level Outside Insurance Representative at Confidential Client is a commission-based sales role focused on selling supplemental insurance solutions to businesses. This position requires motivated self-starters with entrepreneurial drive who will build client relationships, manage leads using CRM tools, and collaborate with a high-performing team to achieve measurable sales success in a fully remote, flexible environment.

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Description

About Careertakes

👉 Important disclosure: Careertakes is a third-party recruiting platform supporting this hiring process. If selected, you will be employed directly by our client, Insurance (Supplemental Business-to-Business Insurance).

Applicants for this role may also receive access to additional matched opportunities through the Careertakes platform.


Why You’ll Love Working Here

This is a commission-based, performance-driven opportunity with a confidential client in the Insurance industry selling supplemental business-to-business insurance. You’ll have uncapped earnings, tools to support your success, and autonomy to run your territory.

  • Uncapped commission and bonus plan (average reps earn $65K–$85K/year).
  • Starting base draw, licensing assistance, and reimbursements to get started.
  • CRM and sales tools provided; independent-contractor-style autonomy with collaboration from a high-performing team.
  • Flexible / remote-friendly work model with territory focus in Lake Stevens, WA.

What You’ll Do

As an Outside Sales Representative (entry-level), you will focus on B2B supplemental insurance sales and territory development.

  • Build relationships with business clients and present supplemental insurance solutions.
  • Manage and track leads, pipeline, and client interactions using the provided CRM.
  • Close new accounts and expand existing client relationships to meet and exceed sales targets.
  • Share best practices and collaborate with peers to refine sales approaches and grow skills.

Who We’re Looking For

We want motivated, driven sellers who are ready to grow in a commission-based insurance sales role.

  • Motivated self-starters with 4+ years of post–high-school experience (bachelor’s degree a plus).
  • Entrepreneurial mindset and a proven drive to test limits and achieve measurable results.
  • Passion for helping clients and delivering value through consultative selling.
  • Willingness to obtain required insurance licensing (licensing assistance provided).

Qualifications

  • 4+ years of post–high-school work experience (or equivalent sales-related experience).
  • Comfortable working on a commission-first compensation plan with draw and bonuses.
  • Strong communication, relationship-building, and time-management skills.
  • Ability to use CRM software and document sales activity and outcomes.
  • Eligible to work in the U.S.; able to meet state licensing requirements where applicable.

Compensation & Employment Details

  • Commission-based pay structure with uncapped earnings; average reps earn $65,000–$85,000 per year.
  • Role is commission-based and classified as CONTRACTOR (independent-contractor style autonomy).
  • Licensing assistance, start-up reimbursements, and sales tools provided.
  • Location: Lake Stevens, WA (remote / flexible work supported; travel within territory may be required).

Additional Notes

  • Location and applicant eligibility: this posting is for a role associated with Lake Stevens, WA. Remote work is supported, but applicants must be able to work under U.S. employment and licensing rules.
  • Confidential Client will make final hiring decisions. Careertakes may surface additional matched opportunities to applicants.

Equal Opportunity & Hiring Transparency

Careertakes and our client are Equal Opportunity Employers committed to building a diverse and inclusive workforce. We prohibit discrimination or harassment of any kind. To support a fair and efficient hiring process, AI tools may be used to assist with application review or resume screening. These tools do not replace human decision-making. Final hiring decisions are made by people.

If you have questions about how your data is used, please contact us directly.

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