The Best Time of Year to Mail Medicare Materials (and When to Avoid)

By Rachel Horowitz | May 7th, 2025 | Medicare Direct Mail, Blog

Smart Timing for Medicare Direct Mail

When it comes to Medicare marketing, timing is everything. Mail too early, and you risk compliance issues. Too late, and your prospects may have already made a decision.

Here’s a quick guide to help you mail at the right time for the best response:

AEP: The Busiest—and Best—Window

The Annual Enrollment Period is when most people make plan changes, so it’s the most competitive time for Medicare marketing.

Best practice: Mail just before the enrollment period starts, and consider a follow-up wave for late decision-makers.

SEP: Year-Round, But Targeted

Special Enrollment Periods let people change plans after certain life events.

Best practice: Use targeted mail for those who qualify, like low-income or recently relocated individuals. Focus on education and eligibility, not pressure tactics.

Ongoing Enrollment: A Steady Opportunity

Some individuals become eligible for Medicare outside of AEP and SEP.

Best practice: Reach out well in advance and follow up to guide their decision process.

When to Avoid Mailing

• Right after the main enrollment season: People are overwhelmed and regulations are tighter.
• Too early before enrollment: Specific plan details can’t be shared and may cause compliance issues.

Final Thoughts: Plan With the Calendar—and Compliance—in Mind

Effective Medicare direct mail marketing isn’t just about what you say—it’s about when you say it. By aligning your mail campaigns with enrollment windows you’ll reach your audience when they’re ready to listen—and able to act.

The best campaigns combine smart timing, clear messaging, and full CMS compliance. Get those right, and your mail won't just be opened—it'll deliver results. Net60 Inc. is a leading list brokerage and list management company specializing in optimizing direct mail campaigns for companies across various sectors. Known for its exceptional service and innovative approach, Net60 Inc. enhances direct marketing efforts, enabling businesses to expand their client base more effectively. Our dynamic, experienced, and determined team collaborates closely to bring shared goals to fruition while excelling in their individual roles and client service.