AI Medicare decision companion
Medicare open enrollment for 2027 runs October 15 to December 7. Answer a few questions about your coverage, drugs, and doctors. Get personalized guidance built on verified CMS figures, plus a printable report you can take to a free SHIP counselor.
Your situation
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Verified CMS figures (2026)
Announced by CMS November 2025. 2027 figures arrive November 2026. The AI quotes these exact figures and never invents plan-specific costs.
Your guidance
Working through your situation…
Using verified CMS figures, not generic filler1. Pick your situation
2. Enter the facts
3. Hit Generate
SHIP counselor report
SHIP (State Health Insurance Assistance Programs) gives free, unbiased Medicare counseling in every state. Build a one-page report of your answers, the verified figures, and your guidance, then print it for the appointment.
Saved scenarios
Saved on this device when you generate. Compare paths side by side, then reload the one you want to discuss with SHIP.
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Your 2027 open-enrollment checklist
Do this before December 7. Tap items as you finish them, progress saves on this device.
- Read your plan's Annual Notice of Change (ANOC), mailed by September 30. Look for premium, deductible, formulary, and network changes.
- Run your exact drug list through medicare.gov/plan-compare with your pharmacy, including tiers and total annual cost.
- Confirm every doctor and specialist is still in-network for 2027 if you are in or considering an Advantage plan.
- Compare total annual cost (premiums plus worst-case out-of-pocket), not just the monthly premium.
- If you are considering leaving Advantage for Original Medicare plus Medigap, check your state's underwriting rules before you disenroll.
- Book a free SHIP counseling appointment early in open enrollment, slots fill up. Bring this page's report.
- Decide and enroll by December 7. Coverage starts January 1, 2027.
What actually matters
The underwriting window
Your one-time Medigap open enrollment period starts when you turn 65 and enroll in Part B. In most states that is the only time insurers must sell you any Medigap policy without medical underwriting. Wait, and they can charge more or deny you for health reasons. A few states have birthday rules or broader guaranteed-issue rights, check yours.
The quiet-year vs rough-year test
Judge every path on two numbers: a quiet year and a rough year. Advantage often wins the quiet year on premiums, then spikes to the plan's out-of-pocket maximum in a rough year. Original plus Medigap Plan G costs more every month but barely moves: after the $283 Part B deductible, cost-sharing is nearly zero either way.
The $2,100 drug cap
Part D now has a hard out-of-pocket cap: $2,100 in 2026. Once your covered drug spending hits it, you pay $0 for covered drugs the rest of the year. If you take expensive drugs, run your exact list through plan-compare. The cap is the single biggest protection the Inflation Reduction Act added.
Prior authorization is the real network
Advantage plans can require prior authorization before covering some services, and denials happen. Original Medicare has no prior authorization and no referrals. If you have ongoing specialist care, this matters more than the premium difference.
Late penalties are permanent
Delay Part B without creditable coverage and you pay 10% more for every full 12-month period you were late, for life. Delay Part D and you pay 1% of the base premium per month late, for life. If you are still working with employer coverage, confirm it counts as creditable before you delay.
SHIP is free and unbiased
State Health Insurance Assistance Programs counselors do not sell insurance and do not take commissions. They will walk through your ANOC, your drugs, and your options with no sales pitch. Find yours through medicare.gov or search for your state's SHIP. It is the one free second opinion worth getting.