Entry Level Sales


About the job

This is an in office position. You must be able to commute to our office in downtown Chicago.

Unique opportunity to join a fast growing start up in the booming health insurance space. Healthworks needs top talent who thrive at selling over the phone. Based in Chicago, at our office along the river, there is no cold calling in this role. You receive live inbound calls of consumers looking for health insurance.

As an Inside Insurance Sales Representative you will help individuals through the important decision-making process of selecting a health insurance plan that matches their needs, and assist the consumer in enrolling in the plan. You will be responsible for providing an outstanding customer experience while achieving monthly sales goals. Your training and required insurance licensing is paid for, attractive career paths are available, and performance based incentives are available to all of our licensed agents when you join a growing and competitive team within a fun and supportive work environment.


  • Field live warm inbound calls and effectively sell health insurance plans and products to our customers. No cold calling.
  • Guide consumers through the plan selection and application process.
  • Quickly learn insurance product offerings and serve as a subject matter expert for health insurance plans.
  • Provide an excellent consumer experience for consumers.
  • Comply with Federal CMS and State legal requirements and standards.
  • Serve as a brand ambassador for HealthWorks.
  • Provide continuous feedback for improvement throughout the sales floor by raising opportunities for improvement to management.

Skills And Experience

  • Ability to work and excel in a competitive, and performance-driven environment.
  • Excellent communication and interpersonal skills.
  • Computer proficiency with the ability to use multiple screens.
  • Must be able to successfully complete all licensing and legal background requirements.
  • Bachelor’s degree preferred, but not required.

Benefits and Perks

  • Performance based incentives
  • Paid time off
  • Company Health, Dental, Vision, Disability & Life Insurance plans
  • Professional growth opportunities
  • 401k
  • Monthly event calendars
  • Birthday & company anniversary celebrations
  • HealthWorks is an Equal Opportunity Employee

To apply for this job email your details to hello@cturtle.co

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