Outside Sales Representative Entry-Level
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.
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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