With too many choices and confusing deadlines, it’s no wonder enrolling for Medicare is one of the most frustrating experiences many Americans will have.

But it doesn’t have to be that way, insists Dave Francis, co-founder and Chief Executive Officer of Healthpilot. Healthpilot aims to bring the same ease and convenience to the Medicare shopping experience that consumers now enjoy on sites like Amazon and Warby Parker. As the former COO and CFO of eHealth, a health insurance marketplace, Dave is very familiar with how health care can be made better using technology.

“We’re trying to change Medicare from being a telephonic-centric process, sales-oriented business into a service-oriented, data-driven e-commerce marketplace that this demographic is now ready for,” he says.

Healthpilot’s research shows that seniors give the Medicare shopping experience a negative15 Net Promoter Score (NPS), a metric for measuring customer experiences. Consumers rate cable providers and dentists higher.

To help them find the right plan, Healthpilot asks consumers questions about their health, prescriptions and finances. Then, algorithms sort through thousands of plans and recommend the best ones based on each consumer’s health care and financial needs.

In today’s podcast, Ana and Jamie talk to Dave about current frustrations with the Medicare shopping process, how technology can make it simpler and how seniors can live their best retirements with the right health care coverage.

Disclosure: Jamie used Healthpilot to help his mom enroll for Medicare.

Key Takeaways

  • Medicare has too many options, and most people don’t feel equipped to pick the right plan.
  • Technological transformation has been a glaring omission from the Medicare shopping experience.
  • With the right Medicare plan for their health and their wallets, people can enjoy a stress-free retirement.


Carson Group believes that the right health care coverage is key to a secure retirement. Schedule a consultation to learn more about how you can help your clients make better choices.

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