AI prompt to prepare for Medicare open enrollment season
Open enrollment is the busiest stretch of the year for Medicare agents, and every client message must follow CMS marketing rules. This prompt drafts an educational reminder that invites a plan review, and the tools below help with plan comparison and compliance pre-checks.
Below is a ready-to-copy prompt to prepare for Medicare / open enrollment season, a detailed version that asks you clarifying questions first, and 4 specialized AI tools (HealthSherpa, Saifr, Red Oak Compliance and FMG (FMG Suite)) with instructions for this task. It also works in ChatGPT, Claude, Gemini or Copilot.
The prompt
Write an educational, compliant reminder about upcoming open enrollment dates that invites clients to schedule a plan review. Avoid plan-specific claims and comparative superlatives; add a placeholder for required disclaimers.
Detailed version (asks clarifying questions first)
Act as an experienced assistant to a licensed insurance agent. Before answering, ask me up to 3 clarifying questions (whether the client is turning 65 or already enrolled, the format, and tone). Then complete this task, and finish with a short checklist of statements I should verify with my compliance team. Task: Write an educational, compliant reminder about upcoming open enrollment dates that invites clients to schedule a plan review. Avoid plan-specific claims and comparative superlatives; add a placeholder for required disclaimers.
What a good result looks like
A good AEP reminder is educational and neutral. It states the enrollment period dates you've confirmed, explains in general terms why a yearly review matters (plans, networks and drug lists can change), and invites the client to schedule a review. It leaves a clear placeholder for your required disclaimers and makes no claims about specific plans.
Common mistakes and watch-outs
Medicare marketing is closely regulated by CMS. Avoid superlatives ('best plan'), plan-specific benefits or costs, and anything that sounds like an unsolicited sales pitch. Collect a Scope of Appointment before discussing specific plans, use your required disclaimer wording, and have compliance approve the final message if your agency or upline requires it.
How to adapt the prompt
Change the channel (email, printed letter or a short phone script) and the audience (existing clients versus people who asked for information). For clients with complex prescriptions, add a line inviting them to bring their medication list. Keep dates and disclaimers as placeholders until you've confirmed them for this year.
Subject: Time for your yearly Medicare review Hi [First Name], Medicare's Annual Enrollment Period runs from [Start Date] to [End Date]. Plans, provider networks and drug coverage can change from year to year, so it's a good time to make sure your coverage still fits your needs. If you'd like to review your options, reply to this email or call [Phone] to schedule a time. [Agent Name], [Agency Name] [Required Disclaimer]
How to use it
- Copy the prompt. Copy the short prompt above, or the detailed version if you want the AI to ask clarifying questions first.
- Add your details. Add the details for your situation (line of business, audience, tone). Keep it de-identified; never paste client personal information.
- Run it in the right tool. Paste it into ChatGPT, Claude, Gemini or Copilot, or use HealthSherpa, Saifr and Red Oak Compliance as described below.
- Review before you use it. Follow CMS marketing rules, including a Scope of Appointment before discussing specific plans. Check every fact, name and number yourself.
- Take the next step. Next, see: Check marketing content for compliance.
Best AI tools for this task
Specialized tools first, ordered by fit for this task (never by payout), then any general AI assistant.
HealthSherpa site ↗
Free ACA and Medicare quoting and enrollment platform for agents; its Medicare platform loads client prescriptions in bulk with AI.
Before enrollment-season reviews, set up clients in HealthSherpa for Medicare: use its AI bulk prescription loading to add each client's drug list, then quote and compare Medicare Advantage / MAPD plans across carriers for their ZIP. Verify plan details and follow CMS rules (e.g. Scope of Appointment) before discussing specific plans.
Saifr site ↗
AI compliance tool for reviewing marketing content in regulated financial services.
Suggested from the related task Check marketing content for compliance.
Run your draft (social post, flyer, email or client explanation) through Saifr to flag risky language before submitting it for compliance approval.
Red Oak Compliance site ↗
AI-powered advertising review and communications compliance for financial firms.
Suggested from the related task Check marketing content for compliance.
Submit the finished piece (ad, email or client handout) through Red Oak's review workflow for compliance approval.
FMG (FMG Suite) site ↗
Digital marketing and compliant texting suite for financial professionals.
Suggested from the related task Check marketing content for compliance.
Start from FMG's marketing content and use its compliant texting for client communication.
Any AI assistant
ChatGPT Claude Google Gemini Microsoft Copilot
Paste the prompt above (short or detailed) into any of these.
Before you use it
- Follow CMS marketing rules, including a Scope of Appointment before discussing specific plans.
- Add required disclaimers; avoid plan-specific claims and superlatives.
- Run regulated content through your compliance process before publishing.
- Never paste client personal information (names, policy numbers, health or financial details) into AI tools your agency hasn't approved.
- Review every AI output for accuracy and compliance before you use it.
Related tasks
More: All Medicare prompts · All AI prompts · Quoting & Comparative Rating tools · Compliance & Document Review tools · Content & Marketing tools