250 Curated Client Prompts Based on the "Medicare & You 2027" Handbook

These prompts are drawn directly from the topics, rules, and dollar amounts in the official Medicare & You 2027 handbook. They're organized by handbook section so you can pull them into an FAQ, chatbot, or client education tool. Any prompt that needs a beneficiary's personal details has a bracketed placeholder — swap in the real information (or leave it as a fillable field) before use. Once you have selected and entered your own information, copy and paste the prompt, select the AI platform from the available list and cut and paste and wait for the response. Read the response carefully and remember no AI platform is perfect – mistakes can be made. One simple test is to enter the same prompt into two or more AI platforms and compare answers.

A. Getting Started & Eligibility (1–15)

1. What are the different parts of Medicare (A, B, C, and D) and what does each one cover?

2. What is the difference between Original Medicare and a Medicare Advantage Plan?

3. Will I get Medicare automatically, or do I need to sign up myself?

4. I am turning 65 in [beneficiary's birth month and year] — will I be enrolled in Medicare automatically or do I need to apply?

5. I already receive Social Security retirement benefits — how will that affect when my Medicare starts?

6. I have been receiving Social Security disability benefits for [number of months on disability] months — am I eligible for Medicare yet?

7. I have ALS (Lou Gehrig's disease) — when does my Medicare coverage begin?

8. I live in [beneficiary's state or territory] — does that change how or when I get Part A and Part B?

9. I live in Puerto Rico and receive Social Security benefits — do I need to sign up for Part B myself?

10. What citizenship or immigration status do I need to qualify for Medicare Part A and Part B?

11. I am a [beneficiary's citizenship or immigration status] — do I qualify for Medicare?

12. I have End-Stage Renal Disease (ESRD) — how do I sign up for Medicare, and what form do I need?

13. What is premium-free Part A, and do I qualify for it based on my or my spouse's work history?

14. My spouse worked and paid Medicare taxes for [number of years worked] years, but I did not — do I still qualify for premium-free Part A?

15. Where can I get help understanding my Medicare enrollment options in [beneficiary's state]?

Source: "Medicare & You 2027," the official U.S. government Medicare handbook (CMS), as provided by the user."

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