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Salary
$50k – $70k per year
Location
In office (Chicago)
Employment
Full-Time

Confirmed on the employer's own hiring board on Nov 2, 2026. First seen by Alion on Oct 22, 2026.

Overview
Company
Impact
Profile match
OneDigital is a United States advisory firm that combines employee benefits brokerage, business insurance, retirement and wealth management and HR consulting in a single practice. It advises more than 100,000 employer clients on health, pharmacy, dental, vision and disability plans, compliance and workforce strategy, and serves individuals through its insurance and wealth arms. Headquartered in Atlanta and grown largely by acquiring regional brokerages, the firm employs analysts, advisers and account teams in offices across the country and fills many roles remotely.

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!

OneDigital 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 $50,000-70,000 per year. Base pay is $20/hour.

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
  • 10:00AM-7:00PM
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 other financial benefits, paid time off, overtime pay for non-exempt employees, and robust learning and development programs. You will receive reimbursement of job-related expenses per the company policy and may receive employee perks and discounts.

To learn more, visit: www.onedigital.com/careers

OneDigital is an equal opportunity employer. Not only as a matter of standard, but to honor and celebrate our differences. We believe that the power of ONE starts with you. We are committed to cultivating and preserving a culture that celebrates diversity, insists on equity and inclusion, and connects us. Ensuring our people feel seen, valued, respected, and supported is fundamental to our core values and business goals.

OneDigital provides equal employment opportunities to all employees and applicants for employment regardless of their: veteran status, uniformed servicemember status, race, color, religion, sex, sexual orientation, gender identity, age (40 and over), pregnancy (including childbirth, lactation and related medical conditions), national origin or ancestry, citizenship or immigration status, physical or mental disability, genetic information (including testing and characteristics) or any other category protected by federal, state or local law (collectively, “protected characteristics”). A copy of the Federal EEO poster is linked here.

Pursuant to local Fair Chance Ordinances, we will consider qualified applications with arrest or conviction records for employment. For applicable candidates, the following ordinances are linked here to inform you of your rights as an applicant:

City and County of San Francsico

City of Los Angeles

County of Los Angeles

Employment decisions shall comply with all other applicable federal, state and city/county laws prohibiting discrimination in employment. OneDigital complies with all criminal history inquiry [or ‘ban the box’] laws in California, Connecticut, Colorado, Hawaii, Illinois, Maine, Maryland, Massachusetts, Minnesota, New Jersey, New Mexico, Oregon, Rhode Island, Vermont and Washington.

In short, we believe in hiring the most qualified applicant for the position, regardless of background.

If you have questions about our hiring policies and practices, we would be happy to discuss upon receiving your application. We hope to welcome you to OneDigital and look forward to hearing from you.

OneDigital understands the immense responsibility and opportunities provided by Artificial Intelligence. We utilize advanced Artificial Intelligence [AI] technologies to enhance our recruitment process. This includes using AI to filter candidates based on their qualifications and to rediscover potential candidates from our existing applicant pool. Our AI systems help us efficiently identify the best fit for our open positions, ensuring a streamlined and effective hiring experience. However, AI does not replace the humans in our process. If you have concerns about our use of AI, you may opt out where laws allow.

Thank you for your interest in joining the OneDigital team!

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