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This is such a helpful thread! I'm not dealing with this transition myself yet, but my mom went through something similar last year and ended up in that exact situation where she paid multiple months ahead and then had to fight to get the money back. It took her months of phone calls and paperwork to sort it out. The advice here about only paying February is spot on - I wish we had found guidance like this back then! It's really frustrating how these supposedly coordinated government benefits don't actually coordinate at all. For anyone going through this, definitely keep copies of everything and maybe even send certified mail if you need to communicate with either agency about the transition. The documentation really does matter when things inevitably get confused between the systems.
Your mom's experience really highlights how important it is to get this right the first time! It's terrible that she had to spend months dealing with the bureaucracy just to get her own money back. The certified mail tip is really smart too - having proof of delivery can be crucial when dealing with these agencies. It's honestly shocking that in 2025 we still have to navigate these kinds of coordination failures between government systems that should be working together seamlessly. Thanks for sharing her story as a cautionary tale - it reinforces why following the advice in this thread about only paying the transition month is so important!
This whole thread has been incredibly eye-opening! I'm starting my Social Security benefits in about 4 months and had absolutely no clue this Medicare billing overlap was going to be an issue. Reading everyone's experiences - especially the horror stories about paying multiple months and then fighting for refunds - has definitely saved me from making that costly mistake. It's pretty shocking that in 2025 these government systems still can't communicate properly with each other. The consistent advice here about only paying the transition month, keeping detailed documentation, and expecting some temporary system confusion is invaluable. I'm definitely going to bookmark this thread to reference when my time comes. Thanks to everyone for sharing their real-world experiences - this community knowledge is way more practical than anything you'd get from the official phone lines!
I just went through this exact process about 6 months ago and wanted to share what worked for me. After a week of failed attempts calling both the local office and 800 number, I ended up using a three-pronged approach: 1) Used the Claimyr service (definitely worth the fee - got through in under 2 hours vs days of frustration), 2) Submitted the online contact form on ssa.gov as backup, and 3) Had my spouse call from a different phone simultaneously to increase our odds. The Claimyr service is what ultimately got us the appointment. For your Medicare situation specifically, bring documentation of your current employer coverage including the Summary of Benefits and Coverage (SBC) document - the SSA rep will need this to coordinate your transition properly. Also ask your HR department for a letter stating your coverage end date and whether it meets Medicare's "creditable coverage" standards. This documentation becomes crucial if you ever need to change Medicare plans later without penalties. One heads up - when they do call you back to schedule, have your calendar ready because they often have very limited appointment slots and may only offer you 1-2 options. I almost missed getting scheduled because I wasn't prepared with my availability when they called. Good luck!
This is incredibly helpful, thank you! I hadn't thought about having my spouse call simultaneously - that's actually a brilliant strategy to double our chances. The point about having my calendar ready when they call back is great too. I've been so focused on just getting through that I didn't think about being prepared for the scheduling part. Quick question - when you used Claimyr, did they connect you directly to your local office or to the national 800 number? I'm wondering if one has better appointment availability than the other. Also, did your employer's HR department know what "creditable coverage" documentation meant, or did you have to explain it to them? I'm worried my small company's HR person might not be familiar with Medicare coordination requirements.
I went through this exact same situation about 8 months ago - the phone system is absolutely brutal right now! What finally worked for me was calling the national 800 number (1-800-772-1213) at exactly 8:00 AM on a Tuesday. I had to call back-to-back about 15 times before getting through to the hold queue, then waited about 90 minutes, but I finally got a human who scheduled my appointment. For your Medicare situation with the small employer, definitely bring a letter from your HR department confirming your current coverage details and end date. The SSA rep will need this to properly coordinate when Medicare becomes primary. Also, stop contributing to your HSA immediately once you enroll in any part of Medicare - even backdated enrollment can cause tax issues with HSA contributions. One tip that helped me: I found my local office's direct number on the SSA office locator website and called that simultaneously while my partner called the 800 number. We got through on the local line after about 45 minutes. Sometimes the local offices have slightly less call volume than the national number, depending on your area. Don't give up - your enrollment window is too important to miss!
Great advice about calling both numbers simultaneously! I'm curious about the timing - did you find Tuesday mornings worked better than other days of the week? I've been trying randomly throughout the week but maybe there's a pattern to when they're less busy. Also, when you say "stop HSA contributions immediately" - does that mean I should contact my payroll department before I even enroll in Medicare, or wait until after the enrollment is processed? I don't want to mess up the timing on either end and create problems for myself.
I'm a federal benefits advisor and can confirm everything shared here is correct. Selling your primary residence will NOT affect your Social Security retirement benefits in any way. The SSA only considers "earned income" (wages, self-employment) for benefit reductions, and only applies this to people under Full Retirement Age (FRA). At 67, you're already at or past your FRA, so even if house sale proceeds were considered earned income (which they're not), it wouldn't matter. Capital gains from your home sale are completely separate from the SSA earnings test. Your $145K profit falls well within the $250K primary residence exclusion, so you likely won't owe federal taxes on the sale either. This is purely a capital gains transaction that SSA doesn't factor into benefit calculations at all. Your monthly checks will remain exactly the same amount. Smart move downsizing - enjoy your new condo!
Thank you for the professional confirmation! As someone new to understanding Social Security, it's really helpful to have a federal benefits advisor validate what everyone has been sharing. I'm not in this situation yet, but I'm learning so much from this thread about how SSA distinguishes between different types of income. The fact that you emphasized both the "earned income" distinction AND the Full Retirement Age factor really drives home why this isn't something to worry about. It's reassuring to know there are knowledgeable professionals out there helping people navigate these complex systems!
I'm so grateful for all the detailed responses here! As someone who's been anxious about this for months, it's incredibly reassuring to hear from so many people who've actually been through similar situations. The distinction between "earned income" and capital gains makes perfect sense now, and knowing that I don't even need to report the sale to Social Security takes a huge weight off my shoulders. For anyone else reading this thread with similar concerns - it sounds like the key points are: 1) House sales are capital gains, not earned income, 2) Only earned income affects SS benefits, and only if you're under full retirement age, 3) At 67, we're past full retirement age anyway, and 4) The $250K capital gains exclusion for primary residences means most of us won't even owe taxes on the sale. This community has been such a valuable resource. Thank you all for sharing your knowledge and real experiences!
This is such a great summary of all the key points! As someone new to this community and just starting to learn about Social Security, this thread has been incredibly educational. I love how you broke down the four main takeaways - it makes it so much easier to understand the big picture. It's really reassuring to see how many people have gone through this exact situation and come out just fine. The real-world experiences shared here are so much more valuable than trying to decipher government websites on your own. Thanks for putting together such a clear recap!
As someone who recently went through this exact process with my adult daughter who has cerebral palsy, I can't stress enough how important it is to be absolutely meticulous with your documentation. We were in a similar situation - she was only getting about $590/month instead of the full benefit. Here's what finally worked for us: 1. We created a detailed monthly expense tracking sheet that included EVERYTHING - mortgage payment, property taxes, homeowners insurance, all utilities (including internet), groceries, household supplies, even basic home maintenance costs. 2. We set up automatic monthly transfers from her account to ours for exactly 1/3 of the total household operating expenses, with very specific memo lines like "Monthly pro-rata household expenses per SSA guidelines." 3. Most importantly, we requested the PMV determination in writing and kept copies of everything we submitted. It took about 3 months for SSA to process the change, but once approved, her benefits increased to the full $943/month and they even issued a small retroactive payment for the difference. The key is patience and persistence. Don't get discouraged if the first caseworker you speak with seems confused about the rules - ask to speak with a supervisor who specializes in ISM determinations. Your son absolutely deserves his full benefits, and with proper documentation, you can make it happen!
Thank you so much for sharing your success story, Miles! It's incredibly encouraging to hear that you were able to get your daughter's benefits increased to the full amount and even received a retroactive payment. The fact that it took 3 months seems totally worth it for that kind of result. Your point about asking for a supervisor who specializes in ISM determinations is really valuable - I hadn't thought about the fact that not all caseworkers might be equally familiar with these specific rules. That could save a lot of time and frustration upfront. I'm definitely going to follow your approach of requesting the PMV determination in writing and keeping copies of everything. Having that paper trail seems crucial for protecting ourselves if there are any disputes later. One question - when you say you included "basic home maintenance costs," what specific things did that cover? I want to make sure I'm not leaving anything out that could legitimately be included in the household operating expenses calculation. Thanks again for taking the time to share what worked for your family. Stories like yours give me confidence that we can navigate this process successfully too!
I'm going through something very similar with my 24-year-old daughter who has intellectual disabilities. We were stuck at around $615/month for the longest time until I finally figured out we weren't calculating her share correctly. One thing that really helped us was creating a separate checking account specifically for her household expense payments. This made it crystal clear to SSA exactly what money was being used for what purpose, and eliminated any confusion about whether she was actually paying these expenses or just moving money around. Also, don't forget about things like trash/recycling service, basic cable/internet, and even pest control if you have it - these all count as legitimate household operating expenses that should be included in your calculations. The process is definitely frustrating, but once you get it right, the difference in monthly income is life-changing. My daughter went from $615 to the full $943, which gave her so much more independence and dignity. Keep pushing for what your son deserves - you're being an amazing advocate for him!
This is such a smart idea about the separate checking account! That would definitely make the paper trail crystal clear for SSA and eliminate any questions about whether the payments are legitimate. I'm going to look into setting that up right away. Thank you for mentioning trash/recycling and pest control - I definitely wasn't thinking about those as household expenses, but you're absolutely right that they should be included. Every little bit helps when you're trying to get the calculations right. It's so inspiring to hear that your daughter was able to get the full $943 and gain more independence because of it. That's exactly what I'm hoping for with my son - not just the extra money, but the dignity and autonomy that comes with having his proper benefits. The advocacy part is exhausting sometimes, but hearing success stories like yours reminds me why it's so important to keep pushing through the bureaucracy. Thanks for the encouragement and practical advice!
Carmen Flores
As someone who's 64 and completely new to Social Security planning, this thread has been absolutely life-changing! I honestly thought benefits would start automatically when I retired - the idea that I have to actively apply and that there's only a 6-month window for retroactive payments after 70 is shocking. I was actually planning to wait until 73 to file, thinking I'd get even higher monthly payments, but reading about people permanently losing $30,000+ has made me realize what a catastrophic mistake that would have been! The real experiences shared here are so much more valuable than anything on the SSA website. I'm immediately changing my strategy to file right at 70 and setting up calendar reminders to apply online 3 months beforehand. Thank you everyone for sharing your knowledge - you've literally saved me from potentially losing tens of thousands of dollars in benefits I've earned over my entire working life. This is exactly the kind of critical information that should be taught in pre-retirement workshops but sadly isn't widely available!
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Tate Jensen
This entire discussion has been incredibly educational! I'm 62 and honestly had no idea that Social Security benefits don't start automatically or that there's such a strict 6-month retroactive payment limit after age 70. Like many others here, I was considering waiting until my early 70s to maximize benefits, but reading about people permanently losing $30,000+ has completely changed my perspective. The real-world experiences shared here are invaluable - especially learning that delayed retirement credits stop at 70 and any delay past that point just means throwing money away. I'm definitely going to apply online right at age 70 and will set calendar reminders to start the process 3 months early. It's frustrating that the SSA doesn't communicate these critical details more clearly, but I'm so grateful for this community sharing their knowledge. You've potentially saved me from making a very costly mistake! I'll be sharing this thread with my spouse and retirement planning group because this information is too important to keep to ourselves.
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