Social Security Administration

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Medicare enrollment is separate from Social Security and doesn't begin until age 65, regardless of when you start your Social Security benefits. When you turn 65, you'll have a 7-month Initial Enrollment Period (starting 3 months before your birth month) to sign up for Medicare Parts A and B. If you're still covered by employer health insurance when you turn 65 (either your own or a spouse's), you might be able to delay Medicare enrollment without penalties.

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Got it - so I'll need to handle Medicare separately when I turn 65. Thanks for clearing that up!

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Just want to add some clarity on the conflicting information about the earnings test - both the monthly and annual tests can apply in your first year of benefits. In the year you start collecting (2025), SSA will use whichever test is more favorable to you. The monthly test ($1,860/month after August) protects earnings before you start benefits, but they'll also check the annual limit ($22,320 for the full year). If your total 2025 earnings exceed $22,320, you could still face an overpayment even if you stayed under the monthly limits after filing. Given your numbers ($18,500 by July + $10,000 part-time = $28,500 total), you'd be over the annual limit and might owe back about $3,090 in benefits. I'd recommend calling SSA directly to confirm how they'll apply the test in your specific situation before making your final decision.

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This is really helpful information and much more detailed than what I was finding online. So even though the monthly test would protect my pre-August earnings, the annual test could still create problems? That's concerning because I was counting on being able to earn that extra $10k. Would it make sense to reduce my part-time hours to stay under the $22,320 annual limit, or should I just plan to pay back the overpayment? Also, when you mention calling SSA directly - any tips on actually getting through to someone? I've heard the wait times are brutal.

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I just wanted to chime in as someone who's been helping people navigate Social Security for years - you're absolutely doing the right thing by asking these questions early! A few quick additions to the excellent advice already given: 1) When your HR completes the SSA-131, make sure they're very specific about the dates when the work was actually performed for both the bonus and vacation pay. The clearer the documentation, the smoother the process. 2) For the Medicare premiums, another thing to check is whether you have any Medicare Supplement insurance or Part D drug coverage that might also have premiums being coordinated. Sometimes the multiple deductions can include more than just Part B. 3) One strategy I've seen work well: once you get that first "adjusted" payment, keep those pay stubs/deposit records. If you ever need to contact SSA about your benefits in the future, having that documentation of how they initially calculated everything can be really helpful. The fact that you're planning this out in advance rather than being surprised after the fact puts you way ahead of most people. The earnings test rules are honestly some of the most confusing parts of the Social Security system, but you're taking all the right steps to avoid the common pitfalls!

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This is incredibly reassuring to hear from someone with professional experience in this area! Your point about being specific with the dates on the SSA-131 form is really important - I'll make sure to emphasize that to HR when I request the form. I hadn't thought about Medicare Supplement or Part D premiums potentially being part of those multiple deductions too. That's a great catch! I do have a Medicare Supplement plan, so I should probably call them as well to understand if any of their premiums might be coordinated through Social Security. The tip about keeping those first payment records is brilliant. I can see how having that baseline documentation could be invaluable if there are ever questions or disputes down the road. I'm definitely going to create a dedicated folder for all of this Social Security and Medicare documentation. It's such a relief to know that by asking these questions upfront, I'm avoiding what sounds like it could be some really costly and time-consuming mistakes later. Thank you for taking the time to share your professional perspective - it really helps validate that I'm on the right track with all of this planning!

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Mei Liu

As someone who just went through early retirement planning myself, I wanted to add a couple of practical tips that helped me prepare for these exact issues: For the SSA-131 form, I'd suggest creating a simple timeline document showing exactly when you performed the work that earned the bonus (like "Q4 2024 sales performance" or specific project dates) and when you accrued the vacation days. This backup documentation can be really helpful if there are any questions later about whether the payments qualify as Special Wage Payments. Regarding budgeting for that first Social Security check - one thing that helped me was asking SSA for a written estimate of the first payment amount including all deductions. When I called, the representative was able to walk through the Medicare premium catch-up, any proration, and estimated deduction amounts so I could budget accurately. It took about 30 minutes on the phone but saved me from a financial surprise. Also, if you haven't already, consider opening a separate savings account just for managing these retirement transition expenses. The first few months can have irregular payment amounts while everything gets sorted out, so having a buffer specifically for this transition period really helped me sleep better at night. You're being incredibly smart to plan all this out in advance. The people who get into trouble are the ones who assume everything will work smoothly without any preparation!

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This is such practical advice, thank you! The timeline document idea is brilliant - I'm going to create one this week showing exactly when I performed the work for my 2024 bonus and when I accrued my vacation days. Having that clear documentation will definitely give me peace of mind if SSA has any questions later. Getting a written estimate of that first payment amount is something I hadn't considered, but it makes so much sense. I'd much rather spend 30 minutes on the phone now to understand exactly what to expect than be shocked when that first deposit hits my account. I'm going to call them this week to get those numbers. The separate savings account suggestion is really smart too. I was planning to just use our regular emergency fund as a buffer, but having a dedicated account specifically for retirement transition expenses would help me track everything more clearly and make sure we're prepared for those irregular first few months. It's so reassuring to hear from people like you who have recently navigated this process successfully. All of these real-world tips are invaluable - thank you for taking the time to share your experience!

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Van Zeh

Reading below it looks like the withholding percentage, say 12% is on the gross and then medicare premiums, etc come out of what is left taken withholding, is this correct?

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Actually, it's the opposite! The tax withholding percentage is calculated on your net Social Security benefit AFTER Medicare premiums and other deductions are taken out. So if your gross benefit is $2,000 and Medicare Part B takes out $207, your net benefit becomes $1,793. Then if you chose 12% tax withholding, that would be 12% of $1,793 (about $215), not 12% of the original $2,000. This is why @Ryder Greene s'math above works out - his $285 withholding is roughly 10% of his post-Medicare amount, not his gross $2,850.

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Just wanted to add one more consideration for your planning - if you have a Health Savings Account (HSA), you can use it to pay for Medicare premiums tax-free once you're enrolled in Medicare! This includes Part B, Part D, and Medicare Advantage premiums. You can't use HSA funds for Medigap premiums though. Also, once you enroll in Medicare, you can no longer contribute to an HSA, but you can still use what's already in there. This could help offset some of those monthly deductions everyone's talking about. Make sure to coordinate your Medicare enrollment timing if you're still working and have employer health coverage - there are some tricky rules around that!

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This is great additional info about HSAs! I hadn't thought about using my HSA for Medicare premiums. Quick question - when you say I can't contribute to an HSA once I enroll in Medicare, does that include if I'm still working past 65? I was planning to delay Medicare enrollment since I'll have employer coverage, but want to make sure I understand the HSA contribution rules correctly.

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I'm in a similar situation and want to add something that might help with your decision-making process. Since you mentioned you have savings to live on, you might want to run a "break-even" analysis to see at what age waiting until 70 becomes more profitable than taking reduced benefits at 62. For example, if your benefit at 62 would be $1,200/month but waiting until 70 gets you $2,000/month, you'd collect $96,000 over 8 years by taking it early. But the higher benefit would "catch up" in about 12 years (around age 82). Given your family longevity, waiting could mean significantly more lifetime income. Also, don't forget that your Social Security benefits might be partially taxable depending on your other retirement income, so factor that into your calculations too. The SSA representatives should be able to help you with the benefit estimates, but they won't do the break-even math for you - that's something you'll need to calculate yourself or with a financial advisor. Good luck with your appointment! The wait times have gotten better at most offices lately.

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This break-even analysis approach is exactly what I needed to hear! I never thought about calculating the crossover point like that. Your example really helps put it in perspective - if I'm likely to live past 82 (which seems probable given my family history), then waiting makes financial sense even though it's hard to turn down money now. I'm definitely going to ask the SSA rep to run the numbers for both my own benefits and the divorced spouse benefits at different claiming ages. Then I can do the math myself to figure out which strategy maximizes my lifetime income. Thank you for mentioning the tax implications too - I hadn't considered that my other retirement accounts might push me into a higher tax bracket. Has anyone here actually done this type of break-even calculation? I'm wondering if there are any online calculators that might help with the math.

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There are actually several good online calculators that can help with Social Security break-even analysis! The AARP Social Security Calculator and the SSA's own retirement estimator are decent starting points, but for more detailed scenarios involving divorced spouse benefits, I'd recommend the calculators at FidSafe or Social Security Solutions. One thing to keep in mind with your break-even analysis - don't just look at the monthly benefit amounts. Also factor in potential cost-of-living adjustments (COLAs) over time, since a higher base benefit means larger dollar increases each year when they adjust for inflation. Also, since you mentioned good family longevity, consider that Social Security benefits continue for life and include survivor protections that other investments don't offer. That guaranteed income stream becomes more valuable the longer you live, especially if healthcare costs increase as you age. The math can get complex, but once you have your actual benefit estimates from SSA, plug those numbers into a few different calculators to see if they give you consistent results. Most show that if you expect to live past your early 80s, delaying benefits usually wins out financially.

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Thank you for the calculator recommendations! I just tried the AARP one and it's really eye-opening to see the numbers laid out visually. The difference between claiming at 62 vs 70 is much larger than I expected - almost double the monthly benefit! I'm curious about something you mentioned - how do the COLAs work exactly? Does a higher base benefit really mean I get more dollars each year from cost-of-living increases? That would be another advantage to waiting that I hadn't considered. Also, when you mention survivor protections, does that apply to divorced spouse benefits too? I'm not planning to remarry, but I want to understand all the implications of each choice. The guaranteed income aspect is definitely appealing given how volatile my 401k has been lately!

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Thank you all for the great information! I just checked my Social Security statement online, and thankfully all my work history appears to be there. Based on your advice, I think I'll plan to work at least 2-3 years beyond my FRA to replace some of those zero years. The extra $150-200 per month would make a big difference over a 20+ year retirement. I appreciate everyone sharing their experiences!

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Glad you got it sorted out! I did something similar and worked until 68. No regrets because that extra income really helps with inflation these days.

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Great decision to check your earnings record online! One thing to keep in mind as you plan those extra 2-3 years - make sure you're also considering the tax implications of higher Social Security benefits. Since you're earning $87k now, you'll likely be subject to taxation on up to 85% of your SS benefits when you do retire. It might be worth meeting with a tax professional or financial planner to run scenarios comparing the increased lifetime benefit from working longer versus potentially being in a lower tax bracket if you retire earlier. Sometimes the math isn't as straightforward as it first appears, especially when you factor in Medicare premiums and state taxes. That said, for most people in your situation, working those extra years does pay off significantly over the long term. Just wanted to mention the tax angle since it's often overlooked in these calculations!

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That's a really good point about the tax implications that I hadn't fully considered! I know my benefits will likely be taxable since my husband and I will have other retirement income too. Do you happen to know if there are any good online calculators that factor in both the increased SS benefits AND the tax impact? Or would I really need to sit down with a professional to get an accurate picture of the net benefit of working those extra years?

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