Compare Medicare plans with Plan Finder plus an AI summary

Use the official Medicare Plan Finder with your drug list, then have AI summarize the tradeoffs in plain language.

Real exampleNone verified yetGuide + prompt only.
Cost Free (No cost at all)Every tool listed is free.
Time (estimate)1–2 hrs
Difficulty (estimate)MediumSome paperwork, phone calls or comparing options.

1. Copy this prompt

Paste it into ChatGPT, Claude, Gemini or Grok (the free versions work), then replace the [highlighted brackets] with your details. Leave out account numbers and SSNs.

Here are the top Medicare plans from Plan Finder for my ZIP and drug list: [PASTE]. Make a table comparing total estimated yearly cost (premiums plus drug costs plus likely out-of-pocket), deductibles, out-of-pocket maximums, network type and whether my doctors and pharmacies are covered. Explain the tradeoffs in plain English and list questions I should ask a SHIP counselor.

2. Follow these steps

(stored only in your browser; uncheck to erase)

What to expect, and what to do if they say no

What to expect

  • Plan Finder results depend on your exact drug list and pharmacy.
  • Open Enrollment runs Oct 15–Dec 7 for most changes.

If they say no

  • Free SHIP counselors can walk you through the options one-on-one.
  • If you missed Open Enrollment, ask whether you qualify for a Special Enrollment Period.

What happened when people tried it

  • We haven't verified a real-world example for this one yet, so it's a tool guide plus a prompt. Tried it? Tell us what happened (link below).

Why this works

The problem: Medicare Advantage, Part D and Medigap choices are confusing, and drug costs vary widely by plan.

How AI helps: AI can turn Plan Finder results into a simple comparison of yearly costs, networks and drug coverage, and generate questions for a free SHIP counselor.

Tools & what they cost

ToolCost
Medicare Plan Finder
Official tool
Free (No cost at all)
Free
SHIP counseling (free local help) Free (No cost at all)
Free
What do these labels mean?
  • Free No cost at all.
  • Free option available Paid upgrades exist, but the free version works for this.
  • Costs money You pay a set price or subscription.
  • Takes a cut of savings Charges a percentage of what it saves you.
  • Time · Difficulty Our estimates for a typical first try, not guarantees.
  • Reported What the linked source says happened, often self-reported. Your results will vary.

Watch out for

  • Tool-based entry.
  • Be careful with unsolicited Medicare sales calls. Use official tools and free SHIP counselors.

Sources

Last verified 2026-10-19. Not financial, legal, tax or medical advice. Disclaimer.

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