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This position has closed. Humana removed this listing from their careers page on Oct 6, 2026. The interview prep below is still useful, and there are similar open roles at the bottom of this page.

Medicare Field Agent - Gurnee / Waukegan IL

Humana · Gurnee, IL · $35,000–$128,200 a year · Full time

Posted Sep 14, 2026 · We last checked this listing on Oct 5, 2026

Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a time you kept a customer for years. What did you do to keep them?

What they are checking: Whether they invest in service and follow-up that drives retention.

How would you plan your days in the field to balance new prospects and existing clients?

What they are checking: Whether they can manage both growth and service in an independent role.

How do you stay compliant when you're excited to close a deal?

What they are checking: Whether they keep discipline about rules under sales pressure.

What makes you a good fit for a field-based role on a team of 8 to 12 agents?

What they are checking: Whether they combine independent drive with a willingness to support the team.

What would you do

This role covers Gurnee and Waukegan. How would you build relationships in those two communities?

What they are checking: Whether they can name practical local channels for grassroots outreach in their own territory.

Waukegan has a large Spanish-speaking population. How would you serve prospects who prefer another language?

What they are checking: Whether they would use interpreter resources or bilingual teammates so every person understands their choices.

A prospect wants to enroll in a plan, but you see it doesn't cover a key prescription. What do you do?

What they are checking: Whether they point out the problem and find a better fit rather than closing the sale.

A client calls upset about a surprise bill from a specialist. How do you help?

What they are checking: Whether they help resolve issues after the sale and connect clients with the right support.

About the work

Walk me through how you'd educate someone about Medicare Advantage before ever talking about enrolling.

What they are checking: Whether they lead with education, which builds trust and keeps them compliant.

What do you know about Special Enrollment Periods?

What they are checking: Whether they understand when people can change plans outside the annual window and why it matters.

Practice this interview out loud.

Offer builds a real interview for this exact role at Humana from your resume and this job description, asks the questions one at a time, and tells you what landed. The first one is free.

Practice this out loud

The full job description

As published by Humana.

Become a part of our caring community With over 10 million sales interactions annually, Humana understands that while great products are important, it’s the quality of our service that truly defines us. We know that when our members and prospects have delightful and memorable experiences, it strengthens their connection with us and enables us to put their Health First. After all, a health services company that has multiple ways to improve the lives of its customers is uniquely positioned to put those customers at the center of everything it does. This role covers the Gurnee and Waukegan, IL territories. The MarketPoint Career Channel Team is looking for accomplished Medicare Sales Field Agents. This is a field-based role, and you must live in the designated territory to serve their local community. As part of a collaborative team of 8–12 Medicare Sales Agents, you'll work under the guidance of a Senior Manager and Regional Director who are committed to your success. Together, you'll help bring Humana's strategy to life: deliver on the fundamentals, differentiate through exceptional service, and grow by expanding our reach and influence. What You'll Do in This FIELD-based Role: • Deliver : Build trust and educate individuals on Humana's Medicare Advantage plans and additional offerings like Life, Dental, Vision, and Prescription coverage. • Differentiate : Create meaningful, face-to-face connections through grassroots marketing, community events, and in-home visits—providing a personalized experience that sets Humana apart. • Grow : Drive self-generated sales, meet performance goals, and expand Humana's presence in the market by becoming a valued resource and building relationships in your community. Benefits include: • Medical, Dental, Vision, and a variety of other supplemental insurances • Paid Time Off (PTO) and Paid Holidays • 401(k) retirement savings plan with a company match • Tuition reimbursement and/or scholarships for qualifying dependent children Use your skills to make an impact Required Qualifications: • Active Health Insurance License required or ability to obtain. • Must reside in the assigned territory as listed in this job posting. • Comfortable with daily face-to-face interactions in prospective members' homes, at community-based events and engaging with the community through service, retail environment, organizations, volunteer work, or local events. • Valid state driver's license and proof of personal vehicle liability insurance meeting at least 25/25/10 coverage limits (or higher, based on state requirements). Preferred Qualifications: • Active Life and Variable Annuity Insurance License. • Background in selling Medicare products. • Experience in public speaking or delivering presentations to groups. • Background in supporting Value Based Care organizations. • Familiarity with Salesforce or similar CRMs • Associate or bachelor’s degree. • Bilingual in English and an additional language, with the ability to speak, read, and write fluently in both languages. Additional Information Driving Statement: This role is part of our company's driver safety program and therefore requires an individual to have a valid state driver's license and are expected to maintain personal vehicle liability insurance. State driver's license is subject to driver license validation and MVR review. Individuals must carry vehicle insurance in accordance with their residing state minimum required limits, or $25,000 bodily injury per person/$25,000 bodily injury per event /$10,000 for property damage or whichever is higher. Language Proficiency Assessment: Any Humana associate who speaks with a member in a language other than English must take a language proficiency assessment, provided by an outside vendor, to ensure competency. Applicants will be required to take the Interagency Language Rating (ILR) test as provided by the Federal Government. Schedule: Meeting with members requires appointments and/or event times that may vary at night and weekends. Flexibility is essential to your success. Training: The first five weeks of employment and attendance are mandatory. #medicaresalesrep Work at Home Requirements: To ensure Home or Hybrid Home/Office employees’ ability to work effectively, the self-provided internet service of Home or Hybrid Home/Office employees must meet the following criteria: At minimum, a download speed of 25 Mbps and an upload speed of 10 Mbps is required; wireless, wired cable or DSL connection is suggested. In certain roles, the minimum recommended internet speed required by Humana may not be sufficient for business needs. Humana reserves the right to require associates to upgrade their internet service if necessary. Work from a dedicated space lacking ongoing interruptions to protect member PHI / HIPAA information. Travel: While this is a remote position, occasional travel to Humana's offices for training or meetings may be required. Scheduled Weekly Hours 40 Pay Range The range below reflects a good faith estimate of total compensation for full time (40 hours per week) employment at the time of posting. This compensation package includes both base pay and targeted commission pay. The pay range may be higher or lower based on geographic location. Actual earnings will vary based on individual performance, with the base salary and commission structure aligned with company policies and applicable pay transparency requirements. $35,000 - $128,200 per year Description of Benefits Humana, Inc. and its affiliated subsidiaries (collectively, “Humana”) offers competitive benefits that support whole-person well-being. Associate benefits are designed to encourage personal wellness and smart healthcare decisions for you and your family while also knowing your life extends outside of work. Among our benefits, Humana provides medical, dental and vision benefits, 401(k) retirement savings plan, time off (including paid time off, company and personal holidays, paid parental and caregiver leave), short-term and long-term disability, life insurance and many other opportunities. About us About Humana: Humana Inc. (NYSE: HUM) is a leading U.S. healthcare company. Through our Humana insurance services and our CenterWell healthcare services, we make it easier for the millions of people we serve to achieve their best health – delivering the care and service they need, when they need it. These efforts are leading to a better quality of life for people with Medicare and Medicaid, families, individuals, military service personnel, and communities at large. Learn more about what we offer at Humana.com and at CenterWell.com. ​ Equal Opportunity Employer It is the policy of Humana not to discriminate against any employee or applicant for employment because of race, color, religion, sex, sexual orientation, gender identity, national origin, age, marital status, genetic information, disability or protected veteran status. It is also the policy of Humana to take affirmative action, in compliance with Section 503 of the Rehabilitation Act and VEVRAA, to employ and to advance in employment individuals with disability or protected veteran status, and to base all employment decisions only on valid job requirements. This policy shall apply to all employment actions, including but not limited to recruitment, hiring, upgrading, promotion, transfer, demotion, layoff, recall, termination, rates of pay or other forms of compensation and selection for training, including apprenticeship, at all levels of employment.