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 offers flexible remote work, uncapped earning potential, and support including licensing assistance and CRM tools, ideal for motivated self-starters with entrepreneurial drive seeking to build client relationships and achieve measurable sales success.
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, a Confidential Client in the Insurance industry.
Applicants for this role may also receive access to additional matched opportunities through the Careertakes platform.
Role Overview
Confidential Client is seeking an Entry‑Level Outside Sales Representative to sell business‑to‑business supplemental insurance. This is a commission‑based, flexible/remote opportunity for motivated sellers who want uncapped earnings and support to get licensed and productive quickly.
Compensation & Key Benefits
- Commission‑based compensation with uncapped bonuses — average representatives earn approximately $65,000–$85,000 per year (reported).
- Estimated yearly pay (third‑party estimate): $93,118 per year.
- Starting base draw, licensing assistance, and reimbursement to help you get started.
- CRM platform, sales tools, and independence typical of contractor roles.
- Flexible / remote work options and collaboration with a high‑performing team.
What You’ll Do
- Build relationships and sell supplemental insurance solutions to businesses (B2B).
- Manage leads, pipeline, and followups using the provided CRM.
- Close deals through consultative selling and by demonstrating the value of supplemental coverage.
- Share best practices with teammates and participate in ongoing coaching to improve results.
Who You Are / Qualifications
- Motivated self‑starter with 4+ years of post‑high‑school experience; bachelor’s degree is a plus but not required.
- Entrepreneurial drive, resilience, and a track record of testing limits and achieving results.
- Strong communicator who is passionate about helping others while meeting measurable goals.
- Comfortable working in a commission‑based environment and using CRM tools.
- Licensing or willingness to obtain insurance licenses (assistance provided).
Employment Type & Location
- Employment model: Commission-based contractor arrangement (independent contractor autonomy described).
- Location: Flexible / Remote with ties to Covington, WA — candidates who can operate in the U.S. and meet local requirements are preferred.
- Note: Licensing support and reimbursements are available to help you meet state requirements.
Why Join
- Opportunity to grow rapidly and earn uncapped commissions.
- Coaching, systems, and reimbursement to accelerate your success.
- A sales role that rewards hustle, creativity, and consistent performance.
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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