Medicare Field Sales-Chicago Metro

Humana•Chicago, IL
•$35,000 - $128,200•Remote

About The Position

Humana is seeking accomplished Medicare Field Sales individuals in the Chicago Metro area to serve the local community. This is a field-based position requiring residence in the designated territory. The role is part of a collaborative team of 8–12 and is guided by a Senior Manager and Regional Director. The representative will educate prospective members about Humana Medicare Advantage plans and other offerings, build community relationships, generate sales, and deliver personalized service through face-to-face interactions. Company-issued iPads and digital platforms are used to support consultations, enrollments, documentation, CRM updates, and follow-up. The position includes a five-week mandatory training period. During Humana’s Foundations licensing program, the company pays for insurance training and licensing fees and provides virtual and in-market training, a base salary, and a monthly guarantee. Meetings with members and community events may occur at varying times, including nights and weekends. The position is listed as remote, although the work is field-based and occasional travel to Humana offices for training or meetings may be required. Home or hybrid home/office work requires qualifying internet service and a dedicated space that protects member information.

Requirements

  • Active health insurance license, or ability to obtain one before the start date, unless selected for an approved unlicensed Humana Foundations hiring class.
  • Must reside in the designated local territory.
  • Comfort with daily face-to-face interactions in prospective members’ homes and at community events, and engagement in community settings such as service, retail, organizations, volunteer work, or local events.
  • Valid state driver’s license and personal vehicle liability insurance meeting at least 25/25/10 coverage limits, or higher if required by state law.
  • Demonstrated ability to use an iPad, mobile applications, and web-based systems in a customer-facing environment.
  • Ability to navigate multiple technology platforms simultaneously, including enrollment tools, CRM systems, email, and virtual communication tools.
  • Must attend the first five weeks of employment and training.
  • For home or hybrid work, self-provided internet must provide at least 25 Mbps download and 10 Mbps upload, and work must be done in a dedicated space without ongoing interruptions to protect member PHI/HIPAA information.
  • Associates who speak with members in a language other than English must complete a language proficiency assessment; applicants will be required to take the Federal Government’s Interagency Language Rating test.

Nice To Haves

  • Active Life and Variable Annuity Insurance License.
  • Experience selling Medicare products.
  • Experience in public speaking or delivering presentations to groups.
  • Background supporting Value Based Care organizations.
  • Familiarity with Salesforce or similar CRM systems.
  • Associate or bachelor’s degree.
  • Bilingual fluency in English and another language, including speaking, reading, and writing.

Responsibilities

  • Build trust and educate individuals about Humana Medicare Advantage plans and additional offerings such as life, dental, vision, and prescription coverage.
  • Create face-to-face connections through grassroots marketing, community events, and in-home visits.
  • Generate sales independently, meet performance goals, and expand Humana’s presence in the local market.
  • Build community relationships and serve as a valued local resource.
  • Use company-issued iPads and digital platforms for member consultations, enrollments, documentation, CRM updates, and follow-up.
  • Participate in appointments and community events, including at times that may vary into evenings and weekends.

Benefits

  • Medical, dental, vision, and supplemental insurance options.
  • 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.
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