Medicare Open Enrollment Made Easy

See why 100,000+ members chose Healthpilot over going it alone.

Compare top plans side by side, and get expert guidance every step of the way.

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Senior couple with laptop smiling because they just found a great medicare plan through Healthpilot.

We're Partnered with Carriers You Know & Trust

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With Healthpilot, You've Got People Behind the Platform

  • Grace Kelly - Licensed Medicare Insurance Agent at Healthpilot.com

    Grace Kelly

    Licensed Medicare Insurance Agent
  • Janet Silva - Licensed Medicare Insurance Agent at Healthpilot.com

    Janet Silva

    Licensed Medicare Insurance Agent
  • Michael Ballard - Licensed Medicare Insurance Agent at Healthpilot.com

    Michael Ballard

    Licensed Medicare Insurance Agent
  • Chelsea Rieger - Licensed Medicare Insurance Agent at Healthpilot.com

    Chelsea Rieger

    Licensed Medicare Insurance Agent

Choosing a Medicare plan can feel overwhelming. That's why we go beyond making it simple to shop and enroll online. Our dedicated team of licensed Medicare insurance agents take the time to understand your needs, helping guide you to the best plan for your health and your budget.

Why Healthpilot

  • Shop Highly Rated Carriers

    We represent a wide range of carriers, not just one or two.

  • Know the Score

    Our Plan Fit Scores make it easy to see which plans best fit your needs.

  • Get Free Help

    You will never pay us a penny for our services. Ever.

  • Enjoy Ongoing Support

    We're here for you before, during, and after Medicare enrollment.

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See Real Feedback from Healthpilot Members

Frequently Asked Questions

  • We built Healthpilot to do the hard work for you. You tell us a little about yourself and we give recommendations powered by AI that compares the Medicare plan details to help you find the best plan for your needs. Your doctors, your prescriptions, your pharmacy, your needs. We represent Medicare Advantage, Medicare Supplement Insurance and Prescription Drug Plans.  We even made enrolling online easy.  Once you choose your plan, you can apply online.  The application is quick and easy.  The best part, you don’t have to wait on hold to speak with a broker but if you do have questions, licensed insurance brokers are standing by to help.  

  • Medicare is broken down into four main parts:


    Part A (Hospital Insurance): Provided by Medicare, this covers inpatient hospital stays, care in a skilled nursing facility, hospice care, and some home health care services. If you or your spouse have paid Medicare taxes while working, there is typically no monthly premium for Part A.

    Part B (Medical Insurance): Also provided by Medicare, this covers certain doctors' services, outpatient care, medical supplies, and preventive services. There is a monthly premium for Part B.

    Part C (Medicare Advantage Plans): These are alternative plans offered by private companies approved by Medicare. They provide all of your Part A and Part B coverage and may offer some additional benefits.

    Part D (Prescription Drug Coverage): This is optional coverage for prescription drugs. These plans are offered by insurance companies and other private companies approved by Medicare. There is usually a monthly premium for Part D.

    Remember that each of these parts comes with its own cost and coverage considerations, so it's essential to assess your personal health needs and financial situation when deciding on a Medicare plan. Our site is here to help guide you through this process, empowering you to choose the right Medicare plan for your healthcare needs.

  • You can first enroll in a Medicare plan during your Initial Enrollment Period (IEP), which begins three months before your 65th birthday (or the 1st month you have Medicare Parts A and B) and extends three months after. During this window you can sign up for Medicare Advantage Plans (Part C) and Prescription Drug Plan (Part D).

    Have a Medicare Advantage or Prescription Drug Plan and wanting to make a change?  Each year you can enroll in a new plan during the Annual Election Period (AEP). The Annual Election Period runs from October 15th to December 7th each year.  This is a good time to re-evaluate your needs, your plan’s coverage, and your other plan options.  Sounds like a lot of work, right?  It’s not when you have Healthpilot to do the heavy lifting for you. 

    Special Enrollment Periods (SEPs) are available if you have qualifying life events, like moving or losing current insurance, allowing you to enroll outside of the IEP or AEP. 

    These Medicare milestones offer a chance to reassess your healthcare needs. Check out our in-depth guides to better understand your options.  Like everything else in life, your healthcare needs change.  Make sure your coverage is right for you with Healthpilot.  

See All FAQ's

We're Here to Help with Any Questions

  • Talk to an Agent

    Expert, non-commissioned Medicare advisors are available Monday - Friday: 9am - 6pm CST

    Call (855) 922-5051 TTY 711
  • Chat Online

    Our agents typically get back to you within two minutes.

  • Send Us an Email

    Share your questions with us in an email, and we'll get back to you with tailored advice.

    [email protected]