Remote Medicare Insurance Sales Representative

Midwest Medigap
San Jose, CA

Remote Medicare Insurance Sales Representative

Midwest Medigap | Full-Time | Work From Home | 1099 Independent Contractor | Commission-Only | Residual Income Opportunity

Build a Career Helping Seniors Navigate Medicare

Midwest Medigap is seeking motivated, self-driven sales professionals who are passionate about helping others while building a rewarding career. This is a 1099 independent contractor opportunity designed for individuals who thrive in a performance-driven environment and enjoy building long-term client relationships.

As a Medicare Insurance Sales Agent, you'll educate Medicare-eligible clients, recommend coverage options based on their needs, and guide them through the enrollment process. You'll receive comprehensive training, access to qualified appointments, and ongoing support to help you grow your business.

About Midwest Medigap

Midwest Medigap is dedicated to helping seniors make informed Medicare decisions through education, personalized guidance, and exceptional customer service. Our team provides the training, resources, and mentorship needed for agents to build successful, long-term careers.

What You'll Do

  • Conduct Medicare needs assessments with prospective clients.

  • Educate clients on Medicare coverage options.

  • Present personalized insurance solutions.

  • Guide clients through the enrollment process.

  • Build and maintain long-term client relationships.

  • Follow up with prospective and existing clients.

  • Maintain accurate client documentation and compliance standards.

  • Meet individual sales and performance goals.

What We Provide

  • Qualified appointments scheduled for you

  • Comprehensive training and onboarding

  • Licensing and certification support

  • Ongoing coaching and mentorship

  • CRM and sales technology

  • Leadership and advancement opportunities

  • Residual income opportunities through policy renewals

Compensation

  • 1099 Independent Contractor position

  • Commission-only compensation

  • Unlimited earning potential based on individual performance

  • Residual renewal income opportunities

  • Performance incentives and recognition programs

Qualifications

Required

  • High school diploma or equivalent

  • Active Life & Health Insurance License required

  • Sales or customer service experience preferred

  • Strong communication and relationship-building skills

  • Self-motivated and goal-oriented

  • Comfortable working in a performance-driven environment

Preferred

  • Insurance or Medicare sales experience

  • Phone sales or inside sales experience

  • CRM experience

  • Proven ability to achieve sales goals

Also Encouraged to Apply

We welcome candidates who are new to the insurance industry and willing to learn. If you have a strong work ethic, high integrity, a positive attitude, and are coachable, we encourage you to apply. We provide the training and support needed to help motivated individuals succeed.

Why Join Midwest Medigap?

If you're looking for the opportunity to build your own book of business while helping seniors make informed Medicare decisions, Midwest Medigap provides the tools, training, qualified opportunities, and support needed to help you succeed.

Apply Today

If you're motivated by helping others, enjoy consultative sales, and are looking for a 1099 commission-only opportunity with long-term earning potential, we'd love to hear from you.

Join Midwest Medigap and build a rewarding career helping clients navigate their Medicare options while growing your own business.

Posted 2026-07-22

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