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, the health insurance industry.

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

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Overview

Confidential Client is hiring an Inside Sales Executive (Inbound — NO COLD CALLING) in Chicago, IL. This is an entry-level, full-time inside-sales role supporting health insurance customers. The role includes a base pay (estimated $51,120/year) plus uncapped commission and performance bonuses — first-year agents commonly earn $60K–$80K on average. Training and required insurance licensing are paid by the company.

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What You’ll Do

• Answer inbound calls and place warm outbound calls to prospective and existing customers to discuss health insurance options
• Guide consumers through health plan selection and the application/enrollment process
• Rapidly learn product offerings and act as a subject-matter resource over the phone
• Deliver an excellent, compliant customer experience on every interaction
• Serve as a brand ambassador and represent Confidential Client professionally
• Work in a performance-driven, team-oriented environment and meet sales targets
• Use multiple-screen computer systems and CRM tools to document interactions and next steps

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Qualifications

• Comfortable working in a high-energy, target-focused inside-sales role
• Excellent verbal communication and interpersonal skills
• Basic computer proficiency and ability to manage multiple screens/applications
• Must be able to complete required insurance licensing and a legal background check (costs covered by the employer)
• Bachelor’s degree preferred but not required; no prior sales experience required
• Must be legally authorized to work in the United States
• Drive to learn, grow, and pursue uncapped earning potential

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What We Offer

• Base pay (estimated $51,120/year) plus uncapped commission and performance incentives
• Training and all required insurance licensing paid by the employer
• Medical, dental, and vision benefits
• 401(k) plan and other retirement benefits
• Paid time off
• Career development and long-term growth opportunities within the organization

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Location & Schedule

• Onsite in Chicago, IL (West Loop area). This is a full-time, in-office role. Schedule details will be provided during the interview process.

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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.