Medicare Sales Associate (seasonal-temporary)

WPS Health Solutions New • Madison, WI

21h • Remote

About The Position

The Medicare Sales Associate supports the direct sales team through inbound and outbound call management. The role is accountable to solicit new business, set appointments for sales presentations, collect and document information in the CRM, enroll new customers, and support retention efforts. This position is a seasonal role, slated to go from August to December, 2026. The role supports services under U.S. Department of Defense (DoD) Defense Health Agency (DHA) contract(s) and is subject to applicable federal regulations, DoD contract requirements, and WPS internal policies. DoD contractors and their personnel are subject to screening and background investigation prior to being granted access to information systems and/or sensitive data.

Requirements

• U.S. citizenship is required for this position due to Department of Defense restrictions.
• High school diploma or equivalent.
• Valid Wisconsin Life & Health Insurance Intermediary License or obtained within 60 days of hire.
• One (1) or more years of health insurance, customer service or sales experience.
• Basic knowledge and understanding of Medicare and Medicare Supplement plans.
• Ability to work both independently and part of a team.
• Ability to adapt and thrive in a fast-paced environment.
• Proficiency in Microsoft Office Suite.
• Wired (ethernet cable) internet connection from your router to your computer.
• High speed cable or fiber Minimum of 10 Mbps downstream and at least 1 Mbps upstream internet connection.

Nice To Haves

• Bachelor’s degree in Business, Marketing, Healthcare Administration or related field preferred.
• Proficiency in CRM software preferred.
• Experience with phone sales.

Responsibilities

• Support new business sales initiatives and provide backup support for the agency sales team.
• Provide information to prospective members on Medicare and plan options to drive growth and achieve sales goals.
• Assist with prospect follow-ups, scheduling, and documentation in the CRM.
• Provide support for webinars including pre-webinar reminders and chat support.
• Identify prospective member needs and assist in enrollment or re-enrollment to Medicare Supplement plans.
• Other job-related responsibilities may be assigned as required.

Benefits

• Remote and hybrid work options available
• Performance bonus and/or merit increase opportunities
• 401(k) with a 100% match for the first 3% of your salary and a 50% match for the next 2% of your salary (100% vested immediately)
• Competitive paid time off
• Health insurance, dental insurance, and telehealth services start DAY 1
• Professional and Leadership Development Programs

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: High school or GED