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 / Financial Services.

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

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Position Overview

Confidential Client is seeking disciplined, goal-oriented candidates for an Entry Level Sales Representative role focused on supplemental insurance solutions. This is an entry-level, high-impact opportunity ideal for motivated self-starters who thrive in a fast-paced, commission-driven environment. Prior sales experience is not required — we value resilience, integrity, and a willingness to learn. Training, onboarding, and ongoing mentorship are provided.

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What You’ll Do

• Meet with business owners and decision-makers to assess needs and present tailored supplemental insurance options that strengthen employee benefits.
• Conduct one-on-one consultations with employees to explain coverage options and support confident enrollment decisions.
• Deliver engaging group presentations to clearly communicate product value and benefits.
• Build long-term client relationships through proactive follow-up, policy reviews, and exceptional service.
• Manage and grow your own book of business and act as a trusted advisor within your territory.
• Use Salesforce CRM to track leads, manage pipelines, and maintain client records.

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Qualifications

• Ability to pass a pre-employment background check.
• Valid driver’s license and reliable transportation (travel within territory required).
• Active Health & Life Insurance License or willingness to obtain one (study materials and state fees provided).
• Bachelor’s degree OR 4+ years of professional experience (relevant sales, leadership, or athletic experience considered).
• Strong communication, presentation, and relationship-building skills.
• Self-motivated, organized, and comfortable working toward measurable goals.
• Familiarity with Salesforce or other CRM systems is a plus.

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Compensation & Growth

• 1099 independent contractor role (self-employed; not a W-2 employee).
• 100% commission-based compensation with uncapped earning potential.
• Optional weekly draw available.
• Monthly cash bonuses, quarterly stock bonuses, incentive trips, and vested renewal commissions.
• Performance-based promotions and ongoing sales & leadership training.
• Schedule flexibility based on results—not hours.

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Working Conditions & Important Notes

• This role is for independent contractors — you are responsible for self-employment taxes and other contractor obligations.
• Travel throughout your assigned territory will be required; reliable transportation is mandatory.
• Confidential Client provides onboarding, mentorship, and resources to support licensing and success in the field.
• Employment offers will be contingent on verification checks as permitted by law.

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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.