Medicare Benefits Advisor

Top Talent. Real Freedom. Maximum Payouts

Are you an entrepreneur at heart? Do you thrive on building your own success, taking ownership of your work, and making a real impact? At WiseChoice, we're looking for visionary self-starters to join our remote-first team—where you're in control of your growth, your income, and your future.

At WiseChoice, our mission is to expertly guide consumers through their health insurance and related options when, where, and how they prefer. We're creating a better way – one that's transparent and trustworthy for both our consumers externally and our employees internally.

We are one of the fast-growing online marketplaces for Health Insurance and are excited to start contracting with experienced Medicare Sales Agents for the 2026 OEP season.

**This position is fully remote**

Quick Facts About WiseChoice Senior Solutions

• Founded: April 2024
• Mission: Redefining Medicare by putting people first (Talent & Senior) , one WiseChoice at a time.
• Vision: Earn More. Work Less. No Micromanagement.
• Traction: One of the fastest growing insure-tech start-ups teams.
• Key investors: Innovative Financial Group (IFG), FYM Financial, Humana
• Team size: 40 + agents & full-time equivalent (April 2025) and targeting 200+ by end of 2026
• Location: 100% remote (US required, preferably Midwest/Kansas City)

What you'll do:

As an Independent Medicare Sales Agent (1099), you will assist beneficiaries in navigating one of the most important decisions of their lives—choosing the right health insurance coverage. You will listen to their needs, provide expert advice, and guide them in selecting the best options. With partnerships with leading national and regional health insurance companies, you'll have the tools to help customers find the coverage that best suits their individual needs.

What we offer:

• Freedom with Accountability – "You control your schedule. We give you tools, not rules."
• Transparent Commissions – "No games. No deductions. Real numbers paid fast."
• Tech that Works – "CRM + dialer + automation built to help you sell, not slow you down."
• Exclusive Lead Flow – "Qualified leads, real intent, never recycled."
• Agent-First Culture – "No meetings, no micromanagement, just performance and partnership."

Compensation:

• Highest commission payouts in the industry. Top agents are making 250K+ annually. Paid up to $350 per Medicare policy submitted.
• Ability to cross sales ancillary products like Dental Vision & Hearing (DVH), Cancer, and Hospital Indemnity (HI) that pay residual income.

Who you are:

• You have 12 months of proven Medicare Insurance Sales experience as an Independent agent or at least 24 months of experience selling insurance products.
• If you are currently appointed with Medicare carriers, you must be able to become reappointed through a release letter or other process by such date.
• You have a minimum of 5 active Health Licenses prior to contracting with WiseChoice, with the ability to acquire 10-15 Health Licenses prior to taking calls.
• Commission-driven - Agents who do well here have an entrepreneurial mentality driven by our uncapped commission structure
• Competitive, self-motivated personality - You need to have a drive to overcome customer objections and compete with yourself and other agents to succeed and hit new goals
• You will be required to undergo basic training to be permitted access to WiseChoice software systems.

Please note that you will be using your own computer for this opportunity

You'll need:

*Any Windows or MacBook that is less than 5 years old. Highly recommend 16gigs of RAM; 8 will do.

Windows Requirements

• Windows 11 22H or later
• Intel Pentium 4 processor or later (SSE3 capable)
• Minimum:* 8GB RAM | Optimal:* 16GB RAM
• 20GB available disk storage

macOS Requirements

• macOS Sonoma or later
• Supports x86-64 and Apple Silicon CPUs
• Minimum:* 8GB RAM | Optimal:* 16GB RAM
• 20GB available disk storage

Hours:

Our highest call volume occurs between the hours of 8:00AM - 1:00PM CST, Monday through Friday outside of AEP; therefore, to be successful, you should be available to answer calls during these hours. During AEP 8:00AM - 1:00PM CST and 5:00PM - 8:00PM CST Monday through Friday. Saturday and Sunday between the hours of 10:00AM - 1:00PM CST.

About Us:

WiseChoice was founded in 2024 , and we're more than just a company—we're a team dedicated to simplifying Medicare for seniors nationwide. Built by Agents for Agents. With a focus on integrity, innovation, and exceptional service, we empower our agents to succeed while making a real impact. Join us and be part of a supportive culture that puts you first. Ready to Get Started? If you're driven to succeed and passionate about helping others, we want to hear from you

Job Types: Full-time, Part-time, Contract

Pay: $99, $250,000.00 per year

Benefits:

• Flexible schedule
• Work from home

Application Question(s):

• Will you need a release in order to recontract?
• What CRM, dialer, or quoting platforms have you used (e.g., Sunfire, MARX, EnrollHere, SelectCare, Connecture, Radius, Zoho, etc.)?
• As a 1099 Telesales agent, you are paid biweekly solely through commissions on policies submitted. There is no base salary or hourly pay. Does that align with what you're looking for?

Experience:

• Medicare sales: 2 years (Preferred)

License/Certification:

• Accident & Health Insurance License (Required)

Work Location: Remote