Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Remote Medicare Insurance Sales Representative

Full-time

Midwest Medigap

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.

Vacancy posted 10 days ago
Similar jobs that could be interesting for youBased on the Remote Medicare Insurance Sales Representative in San Jose, CA vacancy
  •  ...Remote Role 1099 Contract Role Commission-Only + Uncapped...  ...you a driven and passionate sales professional looking to make...  ...on the lookout for motivated Medicare Sales Agents to be part of our...  ...required for the role) A health insurance license is not required to... 
    Remote work
    Contract work
    Work at office

    Advocate Financial Life & Health Brokerage

    United States
    4 days ago
  •  ...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... 
    Remote work
    Full time
    For contractors
    Work from home

    Midwest Medigap

    Des Moines, IA
    10 days ago
  •  ...North American Insurance Services is seeking licensed Life & Health agents to work remotely, selling ACA, Medicare, STM and other health products with access to multiple carriers. Earn residuals and team overrides in a non-captive, flexible setup. Immediate earning... 
    Remote work
    Immediate start
    Work from home
    Flexible hours

    Dan Cummins Ford Lincoln

    United States
    4 days ago
  • $60k - $200k

     ...Remote Insurance Sales Representative Organization Description: We are looking for Remote Insurance Sales Representatives who can be trained to become a manager and lead in select regions within the next twelve months. There has never been... 
    Remote work
    Full time
    Part time
    Work from home

    Symmetry

    United States
    2 days ago
  • $20 per hour

     ...healthcare transformation company is seeking Licensed Health Insurance Agents for a remote role. In this position, you will provide consultative...  ...health insurance license and experience in a consultative sales environment. Join us to make a meaningful impact while enjoying... 
    Remote work
    Hourly pay
    Work from home
    Flexible hours

    View Moreicons

    United States
    4 days ago
  • $50k - $75k

     ...disciplined, and coachable individuals Those seeking flexible, remote work People who want growth, leadership, and long-term income potential...  ...Must be eligible to work in the U.S. Must obtain a life insurance license (we guide you) Reliable phone, computer, and internet... 
    Remote work
    Full time
    Part time
    Work from home
    Flexible hours

    MINK Life & Legacy Agency

    United States
    4 days ago
  •  ...Working remotely in a 100% inbound-only capacity, the Licensed Health Insurance Agent will educate Medicare beneficiaries on Advantage, Supplement, and Part D plans, guiding them through...  ...enrollment while achieving personal sales goals and ensuring compliance with CMS regulations... 
    Remote work
    Work from home

    Virtual Vocations Inc

    United States
    4 days ago
  •  ...The Semler Agency is seeking a Work-from-Home Sales Consultant to help clients select appropriate insurance coverage. You will build relationships, offer expert guidance, and ensure customer satisfaction from a remote setting. You will educate clients on policy options... 
    Remote work
    Work from home

    The Semler Agency

    United States
    1 day ago
  • A flexible insurance consulting firm offers a remote Sales Representative position with the ability to work from home. This role entails working with qualified leads, building client relationships, and setting personal goals. Applicants should be driven and possess strong... 
    Remote work
    Work from home
    Flexible hours

    TheCOOPERGROUP, Ltd.

    New York, NY
    23 hours ago
  •  ...Flyer Life Group is expanding its remote life insurance sales team in the U.S. We provide leads, training, mentorship, and proven systems to help you succeed. Earn uncapped commissions and have growth opportunities based on performance. As part of our flexible program,... 
    Remote work
    Work from home
    Flexible hours

    Flyer Life Group

    Macon, GA
    4 days ago
  • $67.5k

     ...Insurance Sales Representative (Remote – Work From Home) Compensation: 100% Commission (1099) – Average First‑Year Earnings: $67,500 Location: Fully Remote – Work From Home We are looking for ambitious, coachable individuals to join our team as Insurance Sales Representatives... 
    Remote work
    Full time
    Work from home
    Flexible hours

    The Lyons Agency

    United States
    2 days ago
  • $69k

     ...HMG Careers offers a remote, work-from-home career with pathways into leadership and management. You will guide clients with protection solutions while earning commissions and bonuses, with ongoing training and mentorship from experienced managers. Average first-year... 
    Remote work
    Work from home
    Flexible hours

    HMG Careers

    United States
    4 days ago
  • $1,200 per month

     ...Remote Insurance Sales Representatives Wanted! Remote Insurance Sales Representatives Wanted! 1 day ago Be among the first 25 applicants *** We are looking for DRIVEN, SELF-MOTIVATED REMOTE INSURANCE AGENTS!!!**** Are you tired of low commissions? Cold calling?... 
    Remote work
    Full time
    Immediate start
    Work from home

    The Williams Family Agency

    United States
    1 day ago
  • $65k

     ...others secure their financial well-being? As an Inside Sales Representative working remotely, you will play an essential role in empowering families...  ...State and federal laws require licensing to sell certain insurance products. Ability to obtain a license is required.... 
    Remote work
    Live in
    Immediate start
    Work from home

    Giddens Organization

    United States
    3 days ago
  •  ...About the job Remote Insurance Sales Representative Work From Home | Full-Time Weekdays Are you self-motivated, coachable, and ready to build an income based on performance - not hourly pay? We are expanding and seeking driven individuals who... 
    Remote work
    Hourly pay
    Full time
    Work from home
    Weekday work

    AO Globe Life

    United States
    2 days ago
  • $18 - $24 per hour

     ...RemX is seeking Licensed Medicare Insurance Agents for our client. We are looking for motivated,...  ...exceptional customer experience.   Title: Remote Bilingual Medicare Insurance Agent (...  ...Follow up on customer inquiries and sales leads Educate clients on Medicare... 
    Remote work
    Immediate start
    Shift work

    RemX

    Miami, FL
    1 day ago
  • $300 - $500 per month

     ...The Delaney Agency is looking for individuals interested in working remotely as Life Insurance Sales Representatives . This is a work-from-home opportunity for coachable, disciplined individuals who are comfortable with a 100% commission-based income and are motivated... 
    Remote work
    Work from home
    Flexible hours

    The Delaney Agency

    Fort Wayne, IN
    1 day ago
  •  ...Atka, United States | Posted on 08/19/2026 We are an independent insurance agency seeking Insurance Sales Representative (Remote) to work with individuals and families who have requested information about coverage options. This is a client-facing role focused on helping... 
    Remote work

    Unlock Potential 360

    Atka, AK
    23 hours ago
  •  ...Platinum Supplemental Insurance, Inc. is seeking motivated sales professionals in Illinois to travel Mon-Thu to meet potential clients and present supplemental insurance solutions. You will leverage a proven 10-step sales process and AI-driven training to close more... 
    Remote work

    Platinum Supplemental Insurance

    United States
    3 days ago
  • $24k

     ...Job Description Swartz-Sharma Insurance Services LLC is taking over a longstanding Allstate agency in Ellicott City in...  ...team member grow into future leaders. We’re seeking a Remote Insurance Sales Representative to generate new business, cross-sell existing customers... 
    Remote work
    Work from home
    Flexible hours

    The Juris Agency

    Ellicott City, MD
    4 days ago
  •  ...Remote Insurance Sales Representative – Full-time Flexible Hours, High Earnings, & Growth Potential Are you looking for a flexible, remote career that...  ...and financial solutions, including Life, Annuities, Medicare, Health, Casualty, Accident and more. This 100% commission... 
    Remote work
    Full time
    Work from home
    Flexible hours

    Pacific Coast Careers

    Salem, OR
    23 hours ago
  •  ...Financial Group, Inc., a leading name in the insurance sector, proudly situated in West Berlin, New Jersey. Embrace our hybrid remote model, offering the best of both worlds...  ...career can flourish. As an Insurance Sales Representative, you will be the face of our customer-... 
    Remote work
    Work from home
    Flexible hours

    The Juris Agency

    West Berlin, NJ
    1 day ago
  •  ...About the job REMOTE INSURANCE SALES REPRESENTATIVE Work From Home | Structured Full-time Weekday Schedule| Unlimited Income Potential Are you self-motivated, coachable, ready to help families, and take control of your income? We are seeking driven individuals... 
    Remote work
    Full time
    Work from home
    Weekday work

    AO Globe Life

    United States
    4 days ago
  •  ...Working remotely in a full-time capacity, the Licensed Insurance Sales Representative will close deals, advise customers on coverage options, and collaborate with AI agents to enhance the insurance experience. Key responsibilities Closing deals by working with warm leads... 
    Remote work
    Full time

    Virtual Vocations Inc

    United States
    4 days ago
  • $65k

     ...brighter future for every client. Role Overview: As a remote Benefits Representative, you play a pivotal role in helping families protect...  ...State and federal laws require licensing to sell certain insurance products. Ability to obtain a license is required.... 
    Remote work
    Full time
    Work from home
    Flexible hours

    Turnquist Organization

    United States
    3 days ago
  •  ...Licensed Medicare Sales Agent ***Work Remotely in the comfort of your own home*** *Must have active health insurance license in the state that you reside* *You will be a captive agent* HealthPlanOne's mission is to help people find the right health insurance at... 
    Remote work
    Flexible hours
    Afternoon shift

    HealthPlanOne

    Montgomery, AL
    4 days ago
  • $5,000 - $10,000 per month

     ...Licensed Insurance Sales Representative (Remote) We are seeking a Licensed Insurance Sales Representative to join our remote team. In this role, you will work with clients to provide insurance solutions, maintain relationships, and deliver excellent customer service... 
    Remote work
    Base plus commission
    Work from home

    Staff My Agency

    United States
    1 day ago
  •  ...The Legendary Allen Agency is seeking motivated individuals for a flexible remote opportunity in the insurance industry. This role is not bound to a traditional 9-to-5 schedule and allows for both full-time and part-time work. Agents will provide guidance on insurance... 
    Remote work
    Full time
    Part time
    Flexible hours

    Legendary Allen Agency

    Wytheville, VA
    23 hours ago
  • $10,000 per month

     ...Comprehensive benefits including Paid Time Off (PTO), dental and vision insurance, life insurance, and a retirement plan Work‑from‑home arrangement offering flexibility Opportunity to engage in outside sales and develop new client relationships Collaborative work... 
    Remote work
    Base plus commission
    Immediate start
    Work from home

    Remote Jobs

    Chicago Heights, IL
    4 days ago
  • $40k - $75k

    A local insurance agency is seeking a Financial Services Representative to join their team. This full-time, fully remote position offers a competitive salary ranging from $40,000 to $75,0...  ...year. Candidates should possess strong sales skills and a commitment to customer... 
    Remote work
    Full time
    Work at office
    Local area

    Localagentlori

    United States
    4 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Remote Medicare Insurance Sales Representative. Be the first to apply!