The AEP Prompt Book
AI Prompts for Medicare Agents
The AEP Prompt Book for Every Week of Enrollment Season
Somewhere in your book of business last night, a client opened a chatbot, typed something close to "what should I ask my Medicare agent," and got a good list. Her side of the table got easier last night, for free. This book is about yours.
Fifty-six working prompts for enrollment season, in the order the season happens: the quiet weeks before the notices, the fortnight when they land, the appointment days, the back office underneath all of it, ninety seconds at the end of each day, and the morning after it's over. Every one works in the AI tool your agency already allows. Not one of them ever needs to see a client.
The digital book is free
Enter your email and the whole book is yours as a digital edition, and each January's refreshed edition will be a download away. No trial and no card. The prompts themselves stay open on this site whether you take the book or not.
The book arrives by email, along with a few notes from Mike on using it through the season. Stop those any time.
Prefer it on Kindle, or on paper
The same book is on Amazon as a Kindle edition and a paperback. The digital edition stays free either way; the paperback is the one that lives on the desk.
What insurance agents are actually using AI for
Most agents met AI as a blank box and a blinking cursor, which is a hard way to meet anything. In a survey of 112 insurance professionals, three quarters were using ChatGPT for work, more than half on the free version, and the average agent rated their own confidence below the midpoint of the scale. The tool was never the problem. Nobody handed them the work that AI is good at, in the words that produce it.
That is what a prompt is: the words that produce the work. This book is fifty-six of them, written for one job in one industry, in the order the season happens.
What's in the book
Six chapters, one for each stretch of the enrollment calendar.
- Before the storm, the prep weeks. Certification study that fits in the gaps of a working day, a schedule built before the season builds it for you, and a marketing calendar with the compliance flags already on it.
- The notice weeks. A plan-change notice turned into a one-page change sheet, and a rubric for deciding which clients hear from you first.
- Appointment days. One fresh page on a plan before you walk in, a review of your own performance in the car afterward, and the follow-up note that goes out that night.
- The back office. The Admin Drag chapter: re-keying records, chasing carriers, hunting for facts you have looked up four times already, checking a draft before it goes out, and rebuilding a document you have built before. A prompt for each.
- The daily debrief. The Drag Log. Three lines at the end of a day, ninety seconds, and a pattern pass on Sunday that tells you in December where your autumn actually went.
- After the window closes. A season of your own log, read back, and next season planned from what it says rather than from what you remember.
Every prompt carries the scenario it was written for, what good output looks like, the common way it goes wrong, and the line where your judgment starts. Seven are built to be spoken into a phone on a drive. An index at the back lists all fifty-six by the sentence that starts "I need to..."
Which AI tool these prompts work in
All of them. ChatGPT, Claude, Gemini, Microsoft Copilot: the prompts share one five-part shape that any of the four can follow, so you use whichever one your agency already allows rather than arguing for a new subscription. The free tier is enough to start. Nothing here depends on a plugin, an integration or a tool your compliance department has never heard of.
Written to keep you inside the lines
Three rules sit at the front of the book, and every prompt was written inside them. Nothing about a client ever enters a general-purpose AI tool. Everything here is an internal working tool until your compliance reviewer says otherwise. AI output is never the compliance record.
That is why not one of these fifty-six prompts ever needs to see a client. The plan documents are public. The person is yours. This is not legal or compliance advice, and your carrier and your agency set the rules you work under; the book is built so that showing it to your compliance reviewer is a short conversation.
Why the prompts stay current
A book about AI goes stale in a season. This one has a companion site: every prompt lives online, and when a plan document changes format or a tool changes how it takes input, the prompt is updated there while the page number in the book stays put. The book is refreshed every January, and the digital edition of that refresh is a download away for anyone who has ever asked for a copy. There is no year on the cover, because there does not need to be.
Who wrote it
Mike Allton is a practitioner, not a futurist, and the co-author of The Ultimate Guide to Social Media Marketing (Entrepreneur Press). He speaks at insurance and Medicare distribution conferences, and he wrote this book after surveying and training rooms full of agents who were doing the same manual work every week. He is not a licensed insurance agent, which is why every prompt in this book hands the judgment back to the person who is.
Questions agents ask
A prompt is the set of instructions you give an AI tool to get usable work back. For an insurance agent, that means the words that turn a plan document into a one-page comparison, a set of rough notes into a follow-up email, or a week of numbers into a Monday plan. A good prompt carries the role, the context, the task, the limits and an example, which is why a written prompt beats a typed question.
Yes, for internal work, within the rules your carrier and agency set. The safe pattern is the one this book is built on: client information never goes into a general-purpose AI tool, AI output is never the compliance record, and anything client-facing goes through your normal review before it goes out. Public plan documents and your own notes about your own performance are different from a client’s file.
The one your agency already allows. ChatGPT, Claude, Gemini and Microsoft Copilot all handle this work, and the difference between them matters far less than the difference between a one-line question and a properly built prompt. Every prompt in this book works in all four.
The Annual Enrollment Period, October 15 to December 7, when Medicare beneficiaries can change their coverage for the following year. For agents it is the compressed stretch of the year when most of the selling happens, preceded by the weeks when plan-change notices land and followed by the cleanup after the window closes.
No. The digital edition is free with the form on this page. The Kindle and paperback editions are on Amazon for anyone who wants the book on a device or on the desk.
Get the book
The book arrives by email, along with a few notes from Mike on using it through the season. Stop those any time.