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Inside Sales Representative

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: OneDigital
Full Time position
Listed on 2026-07-21
Job specializations:
  • Sales
    Insurance Sales, Sales Representative
Salary/Wage Range or Industry Benchmark: 3000 USD Monthly USD 3000.00 MONTH
Job Description & How to Apply Below

Are you ready to take your career to the next level with a sales position that offers unlimited earning potential and growth opportunities? Join a dynamic, high-growth organization that values your contributions and provides the resources you need to succeed. In this fast-paced sales role, you’ll have the chance to earn top-tier bonuses while being supported by a team dedicated to your success.

If you’re driven, motivated, and eager to grow within a company that rewards hard work and consistently promotes from within, we want to hear from you! Apply now to take the next step in your career.

Our Newest Opportunity This is an in-office position

You must be able to commute to our office in downtown Chicago at the WILLIS TOWER!

Paid Training, Commuter benefits, Uncapped bonus potential + more

One Digital Advanced Health, based in the heart of downtown Chicago, improves lives by providing outstanding health and wellness products and experiences for Medicare recipients.

Monthly Bonus Potential

The average monthly bonus ranges from $1,000-$3,000 per month based on your performance. Typical 1st year earnings are between $55, per year.

We are so excited to have our employees fully in the office! This is not a remote position.

About

The Role

As a Licensed Benefits Advisor, you will help individuals through the important decision‑making process of selecting a Medicare health insurance plan that matches their needs and assist the consumer in enrolling in the best plan. You will receive live, inbound calls from consumers that may be eligible for better Medicare options. You will be responsible for providing an outstanding customer experience while achieving monthly sales goals.

We are a growing and competitive team within a fun and supportive work environment. This fast‑growth provides a variety of attractive career paths and performance based incentives are available to all of our licensed agents.

Not a licensed agent? Not a problem! All training courses and required insurance licensing will be provided and paid for. We provide hands‑on training, webinars, and study groups to set you up for success and pass your insurance licensing exam.

Responsibilities
  • Field live, pre‑screened inbound calls and effectively sell health insurance plans and products to our customers.
  • Outbound to potential customers to revisit their Medicare options.
  • 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 customer experience for consumers.
  • Comply with Federal CMS and State legal requirements and standards.
  • Provide continuous feedback throughout the sales floor by raising opportunities for improvement to management.
Qualifications
  • Ability to work in a fast paced, competitive, and performance‑driven environment.
  • Professional and motivated self‑starter.
  • Previous sales experience is a plus, but not required.
  • 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
  • Paid Time Off
  • High earning potential for bonuses
  • Commuter Benefits
  • Company Health Plan
  • Dental and Vision
  • Long Term and Short Term Disability
  • Basic and Voluntary Life Insurance
  • 401K Matching
  • Professional growth opportunities
  • Generous employee referral bonuses
  • Competitive team within a fun and supportive work environment
  • Team outings, company sponsored events and sporting activities
Schedule

8-hour shifts (Monday-Friday) Shifts are determined by performance.

All candidates must be open to working any of the following shifts:

  • 8:00AM-5:00PM
  • 8:30AM-5:30PM (Mandatory 6-week training schedule)
  • 9:00AM-6:00PM
  • 9:30AM-6:30PM

Your base pay is dependent upon your skills, education, qualifications, professional experience, and location. In addition to base pay, some roles are eligible for variable compensation, commission, and/or annual bonus based on your individual performance and/or the company’s performance. We also offer eligible employees health, wellbeing, retirement, and…

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