Assist With Medicare is a private educational resource designed to help people better understand Medicare and research their coverage options before choosing a plan. Its central offering is a free PDF containing five fill-in-the-blank prompts for use with AI tools such as ChatGPT or Claude. The prompts help users compare coverage choices, check doctors, hospitals, pharmacies and medications, investigate claims in Medicare advertisements, understand plan documents and letters, and prepare for an annual plan review.

Users add their own details, then review AI-generated findings, which are organized as confirmed, needing verification, or lacking enough information. The prompts also instruct AI not to guess and point users toward checking details with Medicare. gov, plan documents, or the plan itself.

Assist With Medicare provides a research library covering Medicare basics, including Parts A, B, C and D, supplements, and enrollment periods. Its approach encourages people to research first, consult a licensed professional with informed questions, and then choose a plan