Demo

Inside Sales Representative (NO COLD CALLING)

Right Choice Resources
Chicago, IL Remote Other
POSTED ON 5/26/2026
AVAILABLE BEFORE 6/24/2026

Are you trying to break into sales and want a company that will actually train you how to succeed?

A reputable health insurance company in downtown Chicago is hiring motivated people for an Inside Sales Representative position. This is a great opportunity for recent college grads or anyone early in their career who wants to learn sales.


No insurance experience is needed. The company will pay for your insurance license, train you from the ground up both in sales and the industry, and pay you while you study and complete training.


This is a fully in-office role located in the Loop, with easy walkable access to the El and Metra.

Why is this opportunity so great?


  • $42,000 base salary plus uncapped commissions
  • Most people earn between $55,000 and $65,000 in their 1st year
  • No cold calling. You’ll either answer calls from people actively looking for health insurance information or follow up with people the company has already spoken with who haven’t made a decision yet.
  • Paid training and licensing
  • Strong sales training
  • Fun, competitive office environment
  • Great downtown location whether you live in the city or suburbs
  • Full benefits package plus commuter benefits


What You’ll Be Doing

You’ll speak with people who are already looking into health insurance and want to learn more.

You’ll help answer questions, explain plan options, and guide people through the enrollment process.


This is a phone-based sales role, so you should be comfortable spending the majority of the day talking with people and building relationships.


What They’re Looking For

• Someone motivated, competitive, and eager to learn

• Strong communication skills

• Comfortable talking to people all day

• Ability to work in a fast-paced environment

• Previous sales or customer service experience is helpful, but not required

• Basic computer and multitasking skills

• Ability to pass licensing and background requirements

• Bachelor’s degree is a plus, but not required


Benefits

• Medical, dental, and vision insurance

• Paid Time Off

• 401(k) with company match

• Life and disability insurance

• Referral bonuses

• Team outings and company events

• Ongoing training and support

Salary : $55,000 - $65,000

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