Inside Sales Representative

OneDigital Medicare Services, LLC; Chicago (IL); On-site; USD 55,000 - 70,000; Full time

Benefits offered by this job

Paid time off

Unlimited earning potential through commissions

Company health plan, dental and vision

401(k) matching

Professional growth opportunities

Generous employee referral bonuses

Job summary

Digital Insurance LLC, located at Willis Tower in downtown Chicago, is seeking a Licensed Benefits Advisor. This in-office sales position specializes in assisting Medicare recipients with health insurance plan selection and enrollment, offering paid training and licensing support.

The ideal candidate should have excellent communication skills and a competitive mindset. The role promises a high-earning potential through commissions, with first-year earnings estimated between $55,000 and $70,000.

Qualifications

• Fast-paced, competitive and performance-driven mindset.
• Must complete all licensing and legal background requirements.

Responsibilities

• Field live, pre-screened inbound calls and sell health insurance plans and related products.
• Reach out to potential customers via outbound calls to revisit their Medicare options.
• Guide consumers through plan selection and application process.
• Act as a subject-matter expert on health insurance products.
• Deliver an excellent customer experience while achieving monthly sales goals.
• Maintain compliance with federal CMS and state legal requirements.

Skills

Sales experience

Excellent communication skills

Interpersonal skills

Computer proficiency

Education

Bachelor's degree (preferred)

Job description

Job Overview

Licensed Benefits Advisor at OneDigital Advanced Health, situated in downtown Chicago at Willis Tower. This in‑office sales role focuses on helping Medicare recipients select the right health insurance plans and enroll in them. You will receive paid training, licensing support and a high‑potential commission structure.

Responsibilities

• Field live, pre‑screened inbound calls and sell health insurance plans and related products.
• Reach out to potential customers via outbound calls to revisit their Medicare options.
• Guide consumers through plan selection and application process.
• Act as a subject‑matter expert on health insurance products.
• Deliver an excellent customer experience while achieving monthly sales goals.
• Maintain compliance with federal CMS and state legal requirements.
• Provide feedback and suggest improvements to management.

Qualifications

• Fast‑paced, competitive and performance‑driven mindset.
• Professional, self‑starter with excellent communication and interpersonal skills.
• Prior sales experience is a plus but not required.
• Computer proficiency; ability to use multiple screens.
• Must complete all licensing and legal background requirements; Bachelor’s degree preferred but not required.

Benefits & Perks

• Paid time off
• Unlimited earning potential through commissions and bonuses (average monthly bonus $1,000‑$3,000; first‑year earnings $55,000‑$70,000).
• Commuter benefits
• Company health plan, dental and vision
• Long‑term and short‑term disability
• Basic and voluntary life insurance
• 401(k) matching
• Professional growth opportunities
• Generous employee referral bonuses
• Team outings, company‑sponsored events and sporting activities

Schedule

8‑hour shifts (Monday‑Friday). Shifts determined by performance. Open to working any of the following hours: 8:00‑5:00, 8:30‑5:30, 9:00‑6:00, 9:30‑6:30. Mandatory 6‑week training schedule.

Location & Commute

In‑office position. Must commute to Willis Tower in downtown Chicago.

Equal Opportunity Employer

OneDigital is an equal‑opportunity employer. We are committed to cultivating an inclusive culture and consider qualified applications with arrest or conviction records in accordance with local Fair Chance Ordinances.