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, Health Insurance (health insurance industry).

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

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What You’ll Do

As an Inside Sales Specialist (Inbound / Warm Outbound) you will help consumers choose and enroll in health insurance plans. This is an entry-level sales role focused on delivering an excellent customer experience and meeting performance goals.

• Answer inbound phone inquiries and place warm outbound calls to prospective customers.
• Guide consumers through plan options and the enrollment/application process.
• Quickly learn and explain health insurance product offerings; act as a subject-matter resource on plan benefits and eligibility.
• Use multiple screens and CRM systems to manage leads and document interactions.
• Meet or exceed daily and monthly performance targets in a competitive, results-driven environment.
• Represent Confidential Client professionally as a brand ambassador.

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What We’re Looking For

We welcome candidates with strong communication skills and a service mindset. Previous sales or insurance experience is helpful but not required.

• Comfortable communicating clearly and persuasively by phone.
• Strong interpersonal skills and a customer-first attitude.
• Computer proficiency and ability to work with multiple applications/screens.
• Willingness and ability to complete required licensing and background checks.
• Motivated, coachable, and driven to grow in a sales career.
• Bachelor’s degree preferred but not required.

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Compensation & Benefits

• Estimated base: $40,641 per year (estimated figure from source).
• Performance-based incentives and uncapped commission — first-year agents often earn between $60,000–$80,000 on average (reported).
• Training and required insurance licensing costs are fully covered by Confidential Client.
• Paid time off, health/dental/vision insurance, 401(k), disability & life insurance.
• Clear career progression and professional development opportunities.

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Additional Details

• Location: Chicago, IL (on-site / in-office).
• Employment type: Full-time, entry-level to early-career.
• No cold-calling — role is primarily inbound and warm outbound outreach.
• Confidential Client supports new agents with training, tools, and licensing at no cost.

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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.