Medicare Annual Enrollment Period — October 15 through December 7 — is to Medicare agents what open enrollment is to ACA agents: the compressed window where the majority of the year's enrollment volume happens. And like ACA OEP, the agents who are successful in it are not the ones who start building their strategy when October arrives. They're the ones who started in June.
Here's the specific timeline and lead actions that high-volume Medicare agents use to set themselves up for AEP — and the most expensive mistakes that average agents make by waiting too long.
Why AEP Requires a 4-Month Lead-Up
Three realities make early preparation non-negotiable:
The CMS Communication Window
CMS rules prohibit Medicare Advantage and Part D plan marketing before October 1. This doesn't mean you can't prepare your leads — it means you can't market specific plan benefits until the communication window opens. Your list building, verification, consent documentation, and sequence planning can all happen before October 1. Your specific plan benefit pitches cannot. Agents who confuse the communication window with the preparation window lose a month of prep time they can't get back.
The T65 Pipeline
AEP is the highest-visibility enrollment window, but the most valuable Medicare leads are T65 prospects who are aging into Medicare for the first time — not existing beneficiaries who are switching plans. T65 prospects in AEP (turning 65 between October and December) are making initial enrollment decisions with no prior loyalty to any carrier. Identifying and building your T65 pipeline starting in June means you have 4 months of relationship-building before the critical enrollment window opens.
The Competitive Pressure
AEP is the most competitive calling period in insurance. Every MA and PDP carrier is running advertising. Every competing agent is dialing. Contact rates drop as prospects receive more calls. The agents who work AEP leads first — in October, before the volume peak — consistently outperform agents who wait until November when the competition density is highest.
The AEP Preparation Timeline
June–July: Prospect Identification
- Build your T65 list for the October–December aging cohort: prospects who will turn 65 between October 2026 and March 2027. This window gives you a year-round T65 pipeline that peaks in AEP.
- Pull your existing client book and identify any clients on MA plans with premium increases or plan discontinuations announced for 2027 — these are high-probability re-enrollment conversations.
- Identify your target states and counties based on prior year conversion data or demographic density analysis.
August: List Build and Initial Verification
- Purchase and verify your AEP lead list. Confirm active status, DNC scrub, and line type for every record.
- Segment by lead type: T65 first-timers (your priority), existing MA beneficiaries (re-enrollment conversations), and broader Medicare-eligible (supplement and PDP sales).
- Begin building relationship with T65 prospects now — educational outreach about what Medicare is, what the enrollment windows mean, what decisions they'll face. This is not product marketing (respects CMS rules) and builds significant trust before AEP opens.
September: Sequence and System Preparation
- Confirm CMS communication window opens October 1 and your specific plan marketing materials are approved.
- Pre-record your October 1 voicemail drop — reference the AEP opening date as a time element.
- Load your AEP sequence into the CRM: 6–8 touches over 14–21 days, concentrated in October before peak competition volume hits in November.
- Check caller ID reputation. Run remediation now if needed — you can't afford to discover a spam flag on October 15.
October 1: Communication Window Opens — Move Fast
- Begin AEP-specific outreach immediately. Lead with the time sensitivity: 'enrollment closes December 7.'
- Work T65 prospects first — these are the highest-value conversations because you're establishing a first-time Medicare relationship, not competing for a switch.
- Don't let your first-week contact rate fool you — October contact rates are higher than November because competition hasn't peaked yet. Use the October window aggressively.
Browse pre-verified Medicare leads filtered by age, income, and state at cleanleads365.com/buy-leads.
The AEP Opener That Works
'Hi [Name], this is [Agent] — I'm an independent Medicare broker in [State]. AEP just opened and I wanted to reach out to Medicare-eligible folks in [County] before the window gets busy. I have 2 questions to see if you'd benefit from a quick comparison — do you have a minute?'
Key elements: 'just opened' (time awareness), 'before the window gets busy' (gentle urgency without manipulation), independent broker (no carrier agenda), '2 questions' (minimal ask). This structure is reusable through October and first half of November — shift to stronger urgency ('enrollment closes in X days') as December 7 approaches.
Frequently Asked Questions
Can I continue AEP outreach after December 7?
AEP closes December 7. However, Medicare Advantage Open Enrollment Period (MA OEP) runs January 1 through March 31 — beneficiaries who enrolled in an MA plan during AEP can switch once during this period. MA OEP outreach is a legitimate follow-up opportunity for any prospect who enrolled in a plan that may not be their best fit.
How many AEP leads do I need for a target of 100 enrollments?
Using realistic AEP conversion benchmarks (verified list, 8-attempt sequence, proper opener): contact rate 38–50%, contact-to-quote 22–32%, quote-to-enrollment 20–28%. Working backwards from 100 enrollments: approximately 1,000–1,400 qualified, verified leads worked fully through the sequence. Build the list with buffer — plan for 1,500 records to hit 100 enrollments.
References
[1] CMS. (2025). Medicare Communications and Marketing Guidelines (MCMG). AEP communication window rules. https://www.cms.gov
[2] Kaiser Family Foundation. (2024). Medicare Annual Enrollment Data. T65 enrollment volume and plan-switching rates.
[3] AHIP. (2023). Medicare Market Data Report. AEP enrollment timing distribution — October vs. November vs. December.




