Medicare Sales Representative

Are you passionate about helping others navigate important healthcare decisions? Do you excel at building meaningful relationships and delivering exceptional customer service? If so, Senior Connection wants you to join our Evansville team as a Medicare Sales Representative! This position includes full benefits and base salary + commission opportunities.

At Senior Connection, we believe seniors deserve trusted guidance, personalized solutions, and genuine care. You will play a critical role in ensuring our members receive the support, clarity, and WOW‑level service they deserve-every single day.

What You'll Do (Core Responsibilities)

As a Medicare Sales Representative, you will:

• Provide personalized Medicare plan recommendations tailored to each client's needs
• Deliver WOW‑level customer service-answering questions, resolving issues, and building long-term client trust
• Manage and grow an assigned book of business through proactive outreach, follow-up, and client relationship building
• Stay up to date on Medicare guidelines, plan offerings, compliance requirements, and industry changes
• Participate in community events, educational workshops, and prospecting activities
• Ensure accurate and timely submission of enrollment applications and all insurer-required documentation
• Maintain detailed records of client interactions, presentations, and enrollments in agency systems

A Day in the Life of a Medicare Sales Representative

Every day brings new opportunities to make a meaningful impact. You might:

• Meet with clients to review their health and prescription coverage needs
• Provide plan options and help seniors feel confident in their choices
• Attend a local senior fair or community event to share Medicare resources
• Collaborate with teammates on outreach initiatives and marketing efforts
• Review insurer updates, complete certifications, or prepare for AEP
• Celebrate a client referral-because your service made a difference!

This is a role where your personality, compassion, and commitment truly shine.

Job Requirements of the Medicare Sales Representative

We'd love to meet you if you bring:

• Active Health & Life Insurance License (or ability to obtain before starting)
• Experience in Medicare sales or insurance (preferred, not required)
• Strong communication and relationship-building skills
• A customer-first mindset with a passion for helping seniors
• Ability to stay organized, manage multiple priorities, and work independently
• Proficiency with CRM tools and standard office software
• High ethical standards and a commitment to compliance

About Senior Connection

Senior Connection is a trusted, community‑focused Medicare agency and is dedicated to helping seniors find clear, confident solutions for their healthcare coverage needs. Senior Connection has been serving Evansville and surrounding communities for 35 years as a trusted leader and resource. Learn more at: https://seniorconnectionbenefits.com/

Why work at Senior Connection?

• A mission-driven environment where you truly make a difference
• A supportive and collaborative team committed to serving seniors
• A positive, community-focused culture rooted in trust and integrity
• A rewarding role where your success directly impacts the lives of others

Join Our Mission. Apply Today!

If you're ready to build trusted relationships, support our senior community, and be part of a positive and growing team, we want to talk with you!

If you are unable to complete an application for the Medicare Sales Representative position due to a disability, contact Human Resources by calling 800-560-3539 to ask for an accommodation or an alternative application process.

All qualified applicants for the Medicare Sales Representative position will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran.