Medicare Field Sales-Waukegan IL

Humana • Chicago, IL

2d • $35,000 - $128,200 • Remote

About The Position

Humana is seeking an accomplished Medicare Field Sales professional to serve the Waukegan, Illinois area. This field-based role requires the associate to live in the designated territory and serve the local community as part of a collaborative team of 8–12, working under the guidance of a Senior Manager and Regional Director. The role focuses on delivering a strong customer experience, differentiating Humana through exceptional service, and growing the company's reach in the market.

The associate educates individuals about Humana Medicare Advantage plans and additional offerings, including Life, Dental, Vision, and Prescription coverage. The role builds face-to-face relationships through grassroots marketing, community events, and in-home visits, while generating sales and meeting performance goals. Company-issued iPads and digital platforms are used for consultations, enrollments, documentation, CRM updates, and follow-up.

During the Foundations licensing program, Humana pays for insurance training and licensing fees and provides virtual and in-market training. Associates receive a base salary and monthly guarantee during training. The first five weeks of employment and attendance are mandatory. The role is described as remote, but is field-based and requires residence in the designated territory; occasional travel to Humana offices for training or meetings may be required. Member appointments and events may occur at night or on weekends, so schedule flexibility is essential. The position is scheduled for 40 hours per week, with compensation consisting of base pay and targeted commission.

Requirements

• Hold an active Health Insurance License or be able to obtain one before the start date, unless selected for an approved unlicensed Humana Foundations hiring class.
• Reside in the designated local territory.
• Be comfortable with daily face-to-face interactions in prospective members' homes and at community events, and with engaging in community settings such as service, retail, organizations, volunteer work, or local events.
• Have a valid state driver's license and proof of personal vehicle liability insurance meeting at least 25/25/10 coverage limits, or higher if required by the state.
• Demonstrate the ability to use an iPad, mobile applications, and web-based systems in a customer-facing environment.
• Be comfortable navigating multiple technology platforms simultaneously, including enrollment tools, CRM systems, email, and virtual communication tools.
• Attend the first five weeks of employment and training; attendance is mandatory.
• Meet the role's home-work internet requirements if working from home: at least 25 Mbps download and 10 Mbps upload, and work from a dedicated space that protects member PHI/HIPAA information.

Nice To Haves

• Active Life and Variable Annuity Insurance License.
• Experience selling Medicare products.
• Experience with public speaking or delivering group presentations.
• Background supporting Value Based Care organizations.
• Familiarity with Salesforce or similar CRMs.
• Associate or bachelor's degree.
• Fluency in speaking, reading, and writing English and an additional language; associates who speak with members in another language must complete a language proficiency assessment.

Responsibilities

• Build trust and educate individuals about Humana Medicare Advantage plans and additional Life, Dental, Vision, and Prescription coverage offerings.
• Create face-to-face connections through grassroots marketing, community events, and in-home visits.
• Generate self-sourced sales, meet performance goals, and expand Humana's presence in the market.
• Build community relationships and serve as a valued local resource.
• Use company-issued iPads and digital platforms to support member consultations, enrollments, documentation, CRM updates, and follow-up activities.

Benefits

• Medical, dental, vision, and other supplemental insurance.
• Paid time off and paid holidays.
• 401(k) retirement savings plan with company match.
• Tuition reimbursement and/or scholarships for qualifying dependent children.
• Paid parental and caregiver leave.
• Short-term and long-term disability insurance.
• Life insurance.
• Insurance training and licensing fees paid during the Foundations licensing program.
• Base salary and monthly guarantee during the training program.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed