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Karen, a 65-year-old Washington State teacher, thought she had everything figured out for retirement. She'd had health coverage for 28 years and assumed she could just keep her coverage when she retired at the end of the school year.
Three months into retirement, Karen got a letter that made her stomach drop. SEBB/PEBB was terminating her retiree coverage because she hadn't enrolled in Medicare Parts A and B. The cost? She'd have to pay COBRA premiums while waiting to re-enroll. All because she didn't understand one critical rule: PEBB/SEBB retirees must enroll in Medicare Parts A and B to keep their health coverage. If you're a Washington State public employee approaching 65 or retirement, you're facing a Medicare enrollment decision that could save—or cost—you thousands. Here's the critical information about navigating this transition without losing coverage or paying unnecessary penalties. The Medicare-PEBB Rules Every Pre-Retiree Must Know 1. Medicare Enrollment Is Mandatory for PEBB Retiree Coverage - You and your covered dependents are required to enroll in both Medicare Part A and Part B as soon as eligible to stay enrolled in a PEBB retiree health plan¹. No exceptions. 2. Apply 3 Months Before You Turn 65 - Social Security is currently experiencing longer processing times for Medicare enrollment requests. PEBB strongly encourages applying three months before your Medicare start date². Missing this window can create coverage gaps. 3. Medicare Becomes Primary, PEBB Becomes Secondary - Once you enroll in Medicare, Medicare becomes primary coverage, and PEBB medical becomes secondary coverage³. This coordination reduces your out-of-pocket costs significantly. 4. PEBB COBRA Bridge Coverage Is Available - If you're unable to provide proof of Medicare enrollment due to Social Security delays, you can enroll in PEBB COBRA to ensure coverage until you can provide proof of Medicare⁴. Coverage becomes retroactive once Medicare proof is provided. 5. Working Past 65 Changes the Rules - You're not required to enroll in Medicare while still working if your employer has 20 or more employees. PEBB medical remains primary coverage with Medicare as secondary if you choose to enroll⁵. Your "Coverage Protection" Strategy Step 1: Calculate Your Medicare Timeline Here's where most PEBB members make their first mistake: they think Medicare enrollment is automatic. Real scenario: Fire Captain Mike turns 65 in July and plans to retire in August. He needs to apply for Medicare by April (3 months before) to ensure his coverage starts July 1st. The timing breakdown:
Step 2: Understand Your Coverage Coordination Options Once you have both Medicare and PEBB retiree coverage, you're not paying double for duplicate coverage—you're getting enhanced benefits. How the coordination works:
Here's something most don't know: Social Security processing delays can jeopardize your PEBB retiree coverage. The safety net strategy: If you can't get Medicare proof in time, enroll in PEBB COBRA as temporary bridge coverage. Real numbers:
Three Scenarios for Different Situations The "Standard Retiree" (Most common) Retire at 65, enroll in Medicare Parts A and B three months before birthday, transition seamlessly to PEBB retiree coverage with Medicare coordination. The "Early Retiree" (Age 62-64) Retire before Medicare eligibility, continue PEBB employee coverage through COBRA until 65, then switch to Medicare + PEBB retiree coverage. The "Working Senior" (Working past 65) Stay on PEBB employee coverage as primary, optionally enroll in Medicare as secondary, or delay Medicare until retirement (must enroll within 8 months of stopping work). Master Class Case Study: Police Sergeant Linda, age 64, retires December 31st and turns 65 February 15th. Her timeline:
Critical deadlines to remember:
This strategy works best when coordinated with your overall retirement income planning, pension timing, and Social Security optimization decisions. Bottom line: Medicare enrollment isn't optional for PEBB retirees—it's required. When timed correctly, Medicare and PEBB work together as coordinated benefits. Missing the deadlines can result in coverage loss and lifetime Medicare penalties. Critical Resources
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AuthorsBob Deal is a CPA with over 30 years of experience and been a financial planner for 25 years. Archives
December 2025
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