Resources

Retirement Guidance, Simplified

Free guides, webinars, checklists, and educational content covering Medicare, disability benefits, return-to-work, and retirement planning.

Resource Library

Guides, Webinars & Checklists

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Guide

Medicare 101: Complete Guide

Everything you need to know about Medicare Parts A, B, C, and D — written in plain language.

15 min readAccess →
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Webinar

Turning 65: What You Need to Know

On-demand webinar walking through the Medicare enrollment process, key deadlines, and common mistakes.

45 minAccess →
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Checklist

Medicare Enrollment Checklist

A step-by-step checklist for enrolling in Medicare — organized by timeline and action item.

5 min readAccess →
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Guide

Social Security & Medicare: How They Connect

Understanding how your Social Security status affects Medicare enrollment, costs, and timing.

12 min readAccess →
Guide

SSDI and Medicare: What Changes

For disability benefits recipients: what happens to your Medicare when you age or return to work.

10 min readAccess →
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Guide

Medicare and Employer Coverage: Coordination Guide

Still working at 65? Here's exactly how Medicare works alongside your employer group coverage.

8 min readAccess →
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Webinar

ICHRA and Medicare: The Coordination Rules

For employees and HR teams: understanding how ICHRA and Medicare interact and what to do when employees turn 65.

30 minAccess →
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Checklist

Retirement Planning Checklist

A comprehensive retirement readiness checklist covering Medicare, Social Security, benefits, and financial planning.

10 min readAccess →
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Guide

Medicare Cost Planning Guide

How to estimate and plan for Medicare premiums, deductibles, and out-of-pocket costs in retirement.

18 min readAccess →
Live Events

Upcoming Webinars

Free, live educational sessions with Allsup retirement specialists.

July
15
2025

Medicare Enrollment: Everything You Need to Know Before Turning 65

🕐 2:00 PM CT🎟 142 spots remaining
July
22
2025

Medicare + Employer Coverage: How to Coordinate Without Making Costly Mistakes

🕐 12:00 PM CT🎟 89 spots remaining
August
5
2025

SSDI and Medicare: What Changes When You Transition

🕐 3:00 PM CT🎟 201 spots remaining
August
19
2025

Social Security Timing and Medicare: Making the Right Decision

🕐 1:00 PM CT🎟 178 spots remaining
Coming Soon

Retirement Readiness Assessment

A personalized assessment that scores your retirement readiness across Medicare, Social Security, disability benefits, finances, and more — and tells you exactly what to do next.

Preview: Readiness Score
Medicare Knowledge45%
Enrollment Timing30%
Cost Planning60%
Social Security55%

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