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Entry Level Sales Representative

Right Choice Resources

Chicago (IL)

On-site

USD 60,000 - 75,000

Full time

2 days ago
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Job summary

A leading company in the health insurance industry is seeking Entry Level Sales Representatives for their downtown Chicago office. This fully in-office role offers competitive first-year earnings with no cold calling, focusing instead on inbound leads. Ideal candidates will have excellent communication skills and a desire to grow in sales.

Benefits

Medical insurance
401(k)

Qualifications

  • Excellent communication and listening skills.
  • Professional demeanor and phone presence.
  • Ability to thrive in a high-volume, fast-paced environment.

Responsibilities

  • Handle inbound calls and assist customers with health insurance enrollment.
  • Build strong relationships through consultative selling.
  • Hit daily/weekly call and sales metrics.

Skills

Communication
Listening
Sales

Education

Bachelor’s degree preferred

Job description

One of our clients in the health insurance industry is hiring Entry Level Sales Representatives for their downtown Chicago Loop office. This is a fully in-office role — candidates must be able to work onsite daily.

They’re also open to candidates willing to relocate to the Chicago area.

  • Typical first-year earnings: $60,000–$75,000
  • Second-year earnings: $65,000–$90,000+ (based on performance)
  • Monthly bonuses + commission

What to Expect:

There’s no cold calling—you’ll handle inbound, warm leads from people actively seeking health insurance.

You’ll be on the phone constantly, making 50–100 calls per day, and operating in a fast-paced, metrics-driven environment.

What You'll Be Doing:

  • Handle inbound calls and assist customers with health insurance enrollment
  • Follow up with leads and provide expert-level service and recommendations
  • Build strong relationships through consultative selling
  • Upsell additional products when appropriate
  • Hit daily/weekly call and sales metrics
  • Stay compliant with all legal and licensing requirements
  • Contribute to a supportive and performance-oriented team culture
  • Bachelor’s degree preferred, not required
  • Sales experience is a plus, but not required
  • Comfort spending the majority of the day on the phone
  • Ability to thrive in a high-volume, fast-paced, target-driven environment
  • Excellent communication and listening skills
  • Professional demeanor and phone presence
  • Ability to pass the state health insurance licensing exam
  • Willingness to work onsite every day in the Chicago Loop (relocation assistance not provided, but relocation candidates are welcome)

If you're eager to grow in sales, enjoy talking to people, and want a role with real income potential and zero cold calling, this could be the right fit.

Seniority level
  • Seniority level
    Associate
Employment type
  • Employment type
    Full-time
Job function
  • Job function
    Sales and Business Development
  • Industries
    Insurance

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Inferred from the description for this job

Medical insurance

401(k)

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