# Flight #108: Understanding Medicare, Early Retirement & Health Insurance with Cole Craven Page: https://stenobird.com/podcast/the-pilot-money-guys-3623630/flight-108-understanding-medicare-early-retirement-health-insurance-with-cole-craven Text version: https://stenobird.com/podcast/the-pilot-money-guys-3623630/flight-108-understanding-medicare-early-retirement-health-insurance-with-cole-craven.md Podcast: [The Pilot Money Guys](https://stenobird.com/podcast/the-pilot-money-guys-3623630) Published: 2025-06-27T12:00:00+00:00 Episode link: https://pilotmoneyguys.libsyn.com/flight-108-understanding-medicare-early-retirement-health-insurance-with-cole-craven Audio file: https://traffic.libsyn.com/secure/pilotmoneyguys/PMG108_1.mp3?dest-id=2685437 Processing state: not_requested JSON: https://stenobird.com/v1/public/podcasts/the-pilot-money-guys-3623630/episodes/flight-108-understanding-medicare-early-retirement-health-insurance-with-cole-craven Duration seconds: 3930 ## Resource Is Medicare more confusing than it should be? If you're nearing retirement or thinking about leaving your job early, the healthcare piece can feel overwhelming and expensive. In this episode, we sit down with Cole Craven, co-founder of Move Health, to demystify the complexities of Medicare, healthcare costs, and early retirement planning. Listen in to learn how to time your enrollment correctly, what your healthcare options are if you want to retire before 65. and more. Take The Pilot Wealth Index to find out if you are on track for retirement! You can find show notes, resources and more at: https://tinyurl.com/3v67de6s ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/the-pilot-money-guys-3623630/episodes/flight-108-understanding-medicare-early-retirement-health-insurance-with-cole-craven/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/the-pilot-money-guys-3623630/flight-108-understanding-medicare-early-retirement-health-insurance-with-cole-craven.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.