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, Insurance (B2B supplemental insurance).
Applicants for this role may also receive access to additional matched opportunities through the Careertakes platform.
Overview
Confidential Client is hiring an Outside Sales Representative (Entry-Level) to sell B2B supplemental insurance solutions. This commission-based, flexible/remote role is ideal for motivated self-starters who want uncapped earnings, licensing support, and autonomy as an independent contractor while working with a collaborative sales team.
Why You’ll Love Working Here
- Uncapped commission structure with performance bonuses — average reps earn $65K–$85K/year; platform-estimated compensation for this posting: $98,165/year (estimated).
- Initial base draw and licensing assistance to get you selling quickly.
- Work remotely or flexibly while leveraging a CRM and proven lead-generation tools.
- Independent-contractor autonomy combined with team coaching and high-performing peers.
What You’ll Do
- Build relationships and sell supplemental insurance products to business clients (B2B).
- Manage leads, track opportunities, and update pipeline activity in the CRM.
- Close deals and meet or exceed sales targets using consultative selling techniques.
- Collaborate with colleagues to share best practices and refine sales strategies.
Who We’re Looking For
- Motivated self-starters with an entrepreneurial mindset.
- 4+ years of post–high-school experience; a bachelor’s degree is a plus but not required.
- Strong communicator with proven relationship-building skills and a results orientation.
- Comfortable working independently as a contractor and using CRM tools daily.
Compensation & Benefits
- Commission-based pay with uncapped earnings and bonus potential.
- Initial base draw, licensing assistance, and reimbursements to support onboarding.
- Competitive opportunity to grow earnings quickly based on performance.
Location & Work Arrangement
- Authoritative job location: Shelton, Washington (WA), US.
- Flexible / Remote work arrangement; role supports telecommuting with some B2B client engagement expected.
- Employment type: Independent contractor / Commission-based.
Qualifications (Preferred)
- 4+ years post–high-school experience (work, college, or training).
- Prior sales experience — outside sales or B2B experience preferred but not required.
- Comfortable with target-driven environments and commission-based pay.
- Basic familiarity with CRM systems and digital sales tools.
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.
Negotiate a higher salary! Check the salary ranges for this job type in your area.
View My Salary Range