Inside Sales Representative

OneDigital; Chicago (IL); On-site; USD 23,000 - 32,000; Full time

Benefits offered by this job

Paid Time Off

Commuter benefits

Company health plan

Dental and Vision

Disability insurance

Life insurance

401K matching

Career growth opportunities

Referral bonuses

Team events

Job summary

OneDigital is hiring a Licensed Benefits Advisor for its downtown Chicago office. You will handle inbound calls, guide Medicare plan selections, and drive monthly sales goals in a dynamic, in-person environment.

Base pay is $20/hour with paid training and licensing. Monthly bonus potential ranges from $1,000 to $3,000 depending on performance, with typical first-year earnings of $50,000–$70,000.

Qualifications

• Ability to work in a fast-paced, performance-driven environment.
• Strong communication and interpersonal skills.
• Comfort with multi-screen setups and sales processes.

Responsibilities

• Handle inbound calls and effectively sell health insurance plans.
• Outbound calls to revisit Medicare options.
• Guide customers through plan selection and enrollment.
• Learn products quickly and serve as a subject matter expert.
• Deliver excellent customer experiences while meeting monthly sales goals.
• Comply with CMS and state regulations.

Skills

Fast-paced environment

Excellent communication

Interpersonal skills

Multiscreen proficiency

Self-starter

Sales-oriented

Licensing readiness

Education

Bachelor's degree preferred

Job description

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!

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 BenefitsCompany 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!