The Well Crafted Prompt

Better Questions Lead to Better Answers

Discover how thoughtful prompts can turn AI into a practical tool for clearer, more accessible, and more reliable Medicare education.

Older couple discussing finances at home.

AI gets things wrong. My quick fix: run the same prompt through a second tool and compare. It”s fast, it”s not foolproof — but it catches the mistakes that matter.

Public AI tools like Claude, ChatGPT, Copilot, Gemini, DeepSeek, Perplexity, Meta AI, and GROK can help you explore topics quickly. AI can occasionally produce inaccurate or outdated information — responses shouldn’t be treated as expert advice. For anything consequential — health, legal matters, finances — consult a licensed professional and cross-check with trusted sources.

That’s the warning on every medicareprompts.ai page. It’s there for a reason.

AI Gets Things Wrong

AI gets things wrong. My quick check: run the same prompt through a second tool and compare answers. I use Perplexity constantly — but I’ll cross-check it against Claude or ChatGPT when it matters.

Has my approach caught errors? Yes. One AI recently (2026) calculated a client born in 1961 as age 64 instead of 65. Small mistake — unless you’re asking about Medicare eligibility. That’s a one-year miss with real consequences.

The Fix Is Fast

Cut and paste. Compare. It’s not foolproof, but it’s fast. For simple questions, side-by-side comparison works well. For complex ones, Perplexity earns its keep by citing sources you can actually verify.

Bottom Line for Professionals

AI is a starting point, not a finish line. Review every answer. Own every recommendation.

Jim Sullivan is a financial planner and Medicare educator with more than 35 years of experience. He is a retired CPA and holds a Master of Accounting Science from the University of Illinois.