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CosmosCaptain

Will business sale income affect my Social Security benefits? Considering delaying until FRA

I just sold my landscaping business of 25 years for a substantial amount (just over $875,000 after taxes). I'm 63 and considering starting my Social Security benefits now, but I'm worried about how this business sale will affect my monthly payments. The business sale was officially completed in December 2024. My FRA is 66 years and 10 months, which would be in about 2 years. My financial advisor mentioned something about earnings limits, but wasn't clear if a one-time business sale counts as "earnings" for Social Security purposes. My estimated monthly benefit at 63 is around $2,250, and at FRA would be about $3,100. I don't plan to work anymore and just want to enjoy retirement, but I'm concerned this large income from the business sale might reduce my benefits if I start now instead of waiting until FRA. Anyone dealt with something similar or know how SSA treats business sales?

Good news - the proceeds from selling your business are NOT counted as earnings for Social Security's earnings test. The earnings test only applies to wages from employment or net earnings from self-employment. A one-time capital gain from selling your business is not considered earnings for this purpose. What matters is whether you have actual wages or self-employment income for 2025. If you're truly retired with no other income from working, you can claim at 63 without worrying about the earnings limit reducing your benefits. That said, waiting until your FRA would still give you a substantially higher monthly benefit for life - about $850 more per month in your case. Whether to take reduced benefits now or wait depends on your health, financial needs, and life expectancy.

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Thank you! That's a huge relief - I've been stressing about this for weeks. My tax person wasn't sure how SSA would view the sale. If I understand correctly, since I won't have any actual employment income going forward, I could start benefits now without penalty? The money from the sale is just sitting in investments now.

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u might want 2 check with an accountant because i think some of the business sale could be ordinary income not capital gains depending on how the deal was structured!! my brother sold his auto shop and some of what he got counted as income somehow

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That's a really good point I hadn't considered. The sale was structured as an asset sale rather than a stock sale. I'll definitely check with my accountant about how it's classified. Thanks for the tip!

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Whether to start SS now or wait until your FRA involves a lot more than just the earnings test. Let me break this down: 1) If you start at 63, you're locking in a permanent ~27% reduction in benefits compared to FRA 2) If you live past around 80, you'll collect more overall by waiting until FRA 3) COLA increases are applied to your base benefit, so starting with a higher amount means bigger dollar increases each year 4) If you're married, your decision affects potential survivor benefits for your spouse With $875K from your business sale, do you actually need SS income right now? If you can afford to wait, the 8% per year increase between now and FRA is basically a guaranteed return you can't match in the market with the same safety.

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These are excellent points. I don't absolutely need the money right now - I have the business proceeds plus about $530K in a 401(k). My wife is 60 and plans to claim on her own record when she's eligible (she was a teacher). The guaranteed 8% per year does sound pretty attractive compared to market risk. I guess I was just eager to start getting something back after paying in all these years.

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I sold MY business in 2022 and took SS right after. WORST MISTAKE EVER!!! Nobody told me about the TAXES on Social Security when combined with other income!!! If your "combined income" (AGI + nontaxable interest + 1/2 of SS benefits) exceeds $25,000 (single) or $32,000 (married), up to 85% of your benefits become TAXABLE!!! With investment income from your $875K, you'll definitely hit those thresholds, and you'll lose a big chunk to taxes. I'm PAYING THROUGH THE NOSE now and it's TOO LATE to change my decision!!!

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This is an important point about taxation, but please note that this is separate from the earnings test the OP was asking about. The taxation of benefits occurs regardless of when you claim - whether at 63 or at FRA. Taking benefits earlier doesn't make the taxation worse. But you're absolutely right that with substantial investment income, up to 85% of Social Security benefits can be subject to income tax. This is something to discuss with a tax professional when planning your overall retirement income strategy.

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Congrats on selling your business! I was in a similar boat last year. The business sale itself won't count for the earnings test, but have you considered the health insurance aspect? If you're not 65 yet, you'll need insurance before Medicare kicks in. That was my biggest expense after retiring at 62.

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Thanks - and that's a great point about health insurance. I actually kept that in mind during the sale negotiations and got the buyer to include 3 years of health insurance coverage as part of the deal. But for anyone else reading this thread, that's definitely something to plan for!

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Just want to chime in - I tried calling Social Security directly about a similar question (mine was about rental income, not a business sale) and spent DAYS trying to get through. Kept getting disconnected or waiting for hours. I finally used a service called Claimyr (claimyr.com) that got me connected to an actual SSA agent in about 15 minutes. They have a video showing how it works: https://youtu.be/Z-BRbJw3puU The agent confirmed that only wages and self-employment earnings count for the earnings test, not passive income or one-time sales. Definitely worth getting this confirmed directly from SSA for your specific situation.

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does that service cost money?? i tried callin SS last week and gave up after an hour on hold

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Yes, there is a fee, but for me it was worth it to not waste entire days trying to get through. I got an answer to my question in one morning instead of spending multiple days getting disconnected and frustrated.

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My sister took SS at 62 and my brother waited till 70. Sister regrets it now at 85 cuz her checks are so much smaller than his even though they had similar careers. Just another perspective to consider.

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One more critical point: Since you mentioned your wife was a teacher, she may be affected by the Windfall Elimination Provision (WEP) or Government Pension Offset (GPO) if she receives a pension from employment not covered by Social Security. This could potentially reduce her own benefit or any spousal benefits. This is a complicated area of Social Security that many financial advisors miss.

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You know, the financial advisor did mention something about this! Her teaching career was in California where they have their own system (CalSTRS, I think). We need to look into this more closely. Thank you for bringing this up.

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one more thing i forgot to mention, didnt u pay yourself a salary from your business? that last salary from 2024 will count for 2024 earnings test if you already filed for benefits in 2024

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Yes, I did pay myself a salary of about $125,000 in 2024, but I haven't filed for benefits yet. I'm just in the planning stages now for possibly filing in early 2025. Good point though!

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Based on everything in this discussion, here's a summary that might help you decide: 1. The business sale proceeds won't count toward the earnings test 2. With your assets, you don't immediately need the income 3. Waiting until FRA gives you about $850 more per month for life 4. Your wife's teacher pension may complicate your overall strategy due to WEP/GPO 5. Either way, you'll need to plan for taxes on your SS benefits due to your investment income If I were in your position with substantial assets and no immediate need for cash flow, I'd seriously consider waiting until FRA for the higher benefit, especially considering potential longevity and survivor benefits.

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Thank you for this excellent summary! After reading all these responses, I'm leaning toward waiting until FRA. The guaranteed 8% annual increase is hard to beat, and the higher base amount will mean larger COLA increases over time. Going to schedule a meeting with a financial advisor who specializes in Social Security strategies to confirm this is the best approach for our specific situation.

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Smart move getting specialized advice! One additional consideration I didn't see mentioned - if you do decide to wait until FRA, make sure you understand the Medicare enrollment timeline. You'll want to sign up for Medicare Part A and B during your Initial Enrollment Period (3 months before turning 65 through 3 months after), even if you're not taking Social Security yet. Since you mentioned having health insurance through the business sale for 3 years, you should be covered, but there can be late enrollment penalties if you miss the Medicare window. Medicare enrollment is separate from Social Security claiming, so don't let one decision accidentally affect the other. Also, consider doing some Roth conversions during these pre-Medicare years while you have more control over your tax situation - it could help reduce future required minimum distributions and potentially lower the taxation of your Social Security benefits down the road.

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These are really valuable points about Medicare enrollment timing! I hadn't even thought about the potential penalties for missing the enrollment window. Since I'll be 65 in about 2 years, I need to start planning for that now. The Roth conversion idea is interesting too - with the business sale proceeds, I have a unique opportunity to manage my tax situation strategically before Medicare and RMDs kick in. I'll definitely bring this up with the financial advisor. Thanks for thinking ahead to these details that I probably would have missed!

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Just wanted to add one more perspective as someone who also sold a business recently. While everyone's correctly pointing out that the business sale won't affect the earnings test, don't forget to consider how this impacts your overall retirement income strategy. With $875K from the sale plus your 401(k), you're in a pretty strong financial position. One thing to think about is whether you want to use some of those proceeds to bridge the gap until FRA rather than taking reduced benefits now. You could essentially "pay yourself" from the business sale money for the next 2-3 years, then start with the full benefit amount. Also, since you mentioned you're done working, make sure you've properly closed out your business for tax purposes - cancelled any business licenses, closed business bank accounts, etc. The IRS will want to see a clear end date for your self-employment to avoid any confusion about ongoing earnings. Sounds like you're getting great advice here about waiting until FRA. With your asset level, the patience will likely pay off in the long run!

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This is such helpful advice about using the business sale proceeds as a bridge! I hadn't thought about essentially "paying myself" from those funds until FRA - that's a really smart way to frame it. It makes the waiting period feel more manageable knowing I have that cushion. Good point about properly closing out the business too. I've handled most of the formal closure items, but I should double-check that everything is properly documented with clear end dates. The last thing I want is any confusion with the IRS about whether I'm still self-employed. Really appreciate everyone's insights on this thread - it's been incredibly valuable to get perspectives from people who've actually been through similar situations!

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As someone who went through a similar decision after selling my consulting firm a few years ago, I wanted to share a perspective that might be helpful. The mental aspect of this decision is just as important as the financial calculations. I was 64 when I sold and initially felt this strong urge to "get something back" from Social Security after decades of paying in. But I realized that feeling was really about wanting validation that I'd made the right choice to retire, not about actual financial need. What helped me was reframing it: those business sale proceeds aren't just sitting there - they're actively working for you, giving you the luxury of time to make the optimal Social Security decision. Not everyone gets that gift of choice. Also, one practical tip: if you do decide to wait until FRA, consider setting up automatic transfers from your investment account to checking to mimic what your Social Security payments would have been. This helps you get comfortable with your retirement cash flow and makes the waiting period feel less abstract. You can always adjust the amount if needed. The peace of mind from knowing you'll have that higher monthly benefit for life (and the larger survivor benefit for your wife) might be worth more than the immediate gratification of starting benefits now.

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This is such a thoughtful perspective on the psychological side of the decision! You're absolutely right that there's an emotional component to wanting to "get something back" after paying in for so long. I hadn't really acknowledged that feeling, but it's definitely part of what's driving my initial impulse to start benefits now. The idea of setting up automatic transfers to mimic Social Security payments is brilliant - it would help me test-drive the retirement cash flow and see how comfortable I am living off the investment proceeds. Plus, it would make the waiting period feel more intentional rather than just... waiting. Your point about reframing the business sale proceeds as giving me the "luxury of choice" really resonates. Not everyone gets to retire with enough assets to make this decision purely based on optimization rather than necessity. I should probably feel grateful for that position rather than anxious about making the "perfect" choice. Thank you for sharing your experience - it's exactly the kind of real-world perspective I was hoping to get from this community!

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One thing I haven't seen mentioned yet is the impact of Required Minimum Distributions (RMDs) on your decision. At 73, you'll be required to start taking distributions from your 401(k), which will increase your taxable income significantly. If you wait until FRA to start Social Security, you'll have about 6-7 years before RMDs kick in. During this time, you could potentially do strategic Roth conversions using some of your business sale proceeds to pay the taxes, which would reduce your future RMD amounts and potentially lower the taxation of your Social Security benefits later. Also, since you have substantial assets, consider whether you really need to tap into your 401(k) at all right now. You could potentially live off the business sale proceeds and let that 401(k) continue growing tax-deferred until you're required to take distributions. The combination of waiting for higher Social Security benefits AND managing your tax-deferred accounts strategically could save you tens of thousands in taxes over your retirement. Definitely worth running some scenarios with a tax-savvy financial planner who understands the interactions between Social Security timing, retirement account distributions, and tax planning.

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This is an excellent point about RMDs that I completely overlooked! At 63, I have a full decade before those kick in at 73, which gives me a lot of runway for tax planning. The idea of using the business sale proceeds to live on while doing strategic Roth conversions makes a lot of sense - especially since I'm currently in a unique position where I can control my tax bracket before RMDs force me into potentially higher brackets later. I'm definitely going to bring this up with the financial advisor. It sounds like the decision isn't just about Social Security timing, but about orchestrating the whole retirement income strategy - Social Security, 401(k) management, tax planning, and how they all work together. Thanks for bringing up this longer-term perspective. It's making me realize this decision has implications well beyond just the next few years!

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Congratulations on successfully selling your business! As someone who works in Social Security policy analysis, I want to emphasize a few key points that haven't been fully addressed yet. First, you're absolutely correct that the business sale proceeds won't count toward the earnings test - this only applies to wages and net self-employment earnings. However, I'd strongly recommend getting written confirmation from SSA about your specific situation, especially given the complexity of business sales and how they're structured. Second, consider the "break-even" analysis more carefully. With your numbers ($2,250 at 63 vs $3,100 at FRA), you'd need to live to approximately age 79-80 for waiting to pay off financially. Given that you're in good health (presumably, since you're considering early retirement), the odds favor waiting. Third, there's something called the "do-over" option that few people know about: if you claim benefits and change your mind within 12 months, you can withdraw your application, pay back all benefits received (with no interest), and restart later as if you never filed. This might give you some peace of mind if you're on the fence. Finally, with your asset level, you might want to consider tax-loss harvesting in your investment accounts to offset some of the capital gains from the business sale, potentially lowering your overall tax burden in retirement. The bottom line: waiting until FRA appears to be the optimal financial choice given your circumstances, but only you can decide if the guaranteed income now outweighs the higher future benefits.

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This is incredibly comprehensive advice - thank you for the policy perspective! The "do-over" option is something I had no idea existed. Knowing that I could potentially reverse the decision within 12 months if I change my mind does provide some psychological comfort, even though I'm leaning toward waiting anyway. The break-even analysis at age 79-80 is helpful to see spelled out clearly. Given that both my parents lived well into their 80s and I'm in good health, the math seems to favor patience. I'm definitely going to ask about getting written confirmation from SSA about how they'll treat my specific business sale structure. Better to have it documented upfront than deal with surprises later. The tax-loss harvesting suggestion is smart too - I hadn't thought about using investment losses to offset the capital gains from the sale. With all these tax optimization strategies, it's becoming clear I need to work with someone who really understands the intersection of Social Security, tax planning, and retirement income strategy. This thread has been incredibly educational. Thanks to everyone who shared their experiences and expertise!

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I want to add one more important consideration that could significantly impact your decision: the potential changes to Social Security that may be coming in the next few years. With the trust fund projected to face challenges around 2034, there's ongoing discussion about potential reforms. While no one can predict exactly what changes might occur, historically when Social Security has faced financial pressures, reforms have often included things like raising the full retirement age or adjusting benefit formulas. However, these changes typically include "grandfather" provisions that protect people already receiving benefits. This means there could be some advantage to locking in your benefit amount before any potential changes take effect, though this is speculative. On the flip side, waiting until FRA still gives you several years of higher benefits before any potential reforms would likely be implemented. Given your strong financial position with the business sale proceeds, you have the luxury of making this decision based on what's best for your specific situation rather than being forced by financial necessity. The consensus in this thread seems to favor waiting for FRA, and based on your responses, it sounds like you're comfortable with that approach. Just wanted to add this policy uncertainty angle to your considerations, though I still think the fundamentals favor waiting in your case.

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This is a really important point about potential Social Security reforms that I hadn't considered. The idea that being already enrolled might provide some protection from future changes is intriguing, though as you noted, it's speculative. However, given that I'm only 63 and any major reforms would likely have transition periods of several years, I think I'd still be better off with the guaranteed higher benefit from waiting until FRA. Even if reforms do come, having that higher base amount would mean any percentage-based reductions would still leave me with more than if I started with the reduced benefit now. Your point about having the "luxury of choice" really hits home - I keep coming back to that throughout this discussion. With $875K from the business sale, I can afford to optimize for the long-term rather than grab benefits immediately out of concern about potential changes. Thanks for adding this policy perspective to the mix. It's yet another factor to discuss with the financial advisor, but it reinforces my growing conviction that waiting until FRA is probably the right move for my situation.

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This is such a comprehensive discussion! As someone who went through a similar business sale decision at 62, I wanted to add one practical consideration that helped me: create a detailed cash flow projection for both scenarios. Map out your monthly expenses, investment income from the $875K, any other income sources, and see exactly how the numbers work with and without Social Security. Sometimes seeing the actual dollar flows makes the decision clearer than just looking at the benefit amounts. Also, don't underestimate the value of having a "guaranteed" income stream later. Markets can be volatile, but Social Security provides that inflation-adjusted baseline that gives peace of mind. With your substantial assets, you can afford to wait for that higher guaranteed amount. One small detail: make sure you understand how your state taxes Social Security benefits too. Some states don't tax SS at all, which could factor into your overall tax planning strategy. Sounds like you're getting excellent advice here and thinking through all the angles. The fact that you have the time and resources to make this decision deliberately rather than out of financial pressure is a real gift!

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This is exactly the kind of practical advice I needed! Creating detailed cash flow projections for both scenarios is such a smart approach - it would help me move beyond the theoretical and see how the decision actually impacts my day-to-day finances. You're absolutely right about the value of that guaranteed income stream. While I'm comfortable with investment risk, having that inflation-adjusted Social Security baseline later provides a foundation that I can build other income strategies around. It's like insurance against sequence of returns risk in early retirement. Good point about state taxes on Social Security too - I'm in a state that doesn't tax SS benefits, which is another small advantage of waiting for the higher amount since more of it will be tax-free at the state level. I keep coming back to what several people have mentioned about having the "luxury of choice" here. After 25 years of building the business, I earned the right to make this decision based on optimization rather than desperation. That perspective really helps frame this as an opportunity rather than a stressful choice. Thanks for sharing your experience and the practical guidance about cash flow modeling. It sounds like you made the right call waiting!

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Reading through this entire discussion has been incredibly valuable! As someone new to this community but facing retirement decisions myself, I wanted to thank everyone for such a thorough exploration of the issues. What strikes me most is how this started as a simple question about whether a business sale affects the earnings test, but evolved into a masterclass on comprehensive retirement planning. The interconnections between Social Security timing, tax planning, Medicare enrollment, RMDs, and overall income strategy are fascinating and something I never would have considered on my own. For anyone else following this thread who might be in a similar situation, the key takeaways seem to be: - Business sale proceeds don't count for SS earnings test - The "luxury of choice" when you have substantial assets changes the entire decision framework - Waiting until FRA provides guaranteed returns that are hard to beat elsewhere - The decision impacts not just monthly benefits but lifetime tax planning - Professional advice from someone who understands all these intersections is crucial @CosmosCaptain - it sounds like you've gotten some excellent guidance here and are thinking through this decision very methodically. Best of luck with whatever you decide, and congratulations on a successful business sale and well-planned retirement!

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Thank you so much for this excellent summary! You've perfectly captured how this discussion evolved from a narrow question into a comprehensive retirement planning education. It's amazing how many interconnected factors come into play when making these decisions. As someone new to navigating retirement choices, I really appreciate how this community has shared real experiences and practical insights. The collective wisdom here has been invaluable - from the basic confirmation that business sales don't affect the earnings test, to complex strategies around tax optimization and Medicare timing. Your key takeaways list is spot-on and would be helpful for anyone facing similar decisions. It's clear that retirement planning isn't just about Social Security in isolation, but about orchestrating all these different pieces to work together optimally. Thanks again to everyone who contributed their expertise and experiences. This thread will definitely serve as a valuable resource for others dealing with business sales and Social Security timing decisions!

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As a fellow retiree who faced a similar decision after selling my small manufacturing business, I can't stress enough how important it is to get the Medicare timeline right alongside your Social Security decision. One thing I learned the hard way: even though you have health insurance covered through your business sale for 3 years, you still need to be strategic about Medicare enrollment. If your current coverage is considered "creditable coverage" (which it likely is), you can delay Medicare Part B without penalty, but you need to understand the rules. Also, regarding the taxation issue that @Diego Mendoza mentioned - it's worth noting that you can potentially manage this through tax-loss harvesting in your investment accounts or even municipal bonds for part of your portfolio to reduce taxable income. With $875K to invest, you have options to optimize your tax situation. The break-even analysis everyone's discussing is important, but don't forget about inflation protection. Those annual COLA adjustments are applied to your base benefit amount, so starting with a higher base at FRA means larger dollar increases over time. With current inflation concerns, that's not trivial. Sounds like you're leaning toward the right decision with waiting until FRA. The peace of mind from that higher guaranteed income stream is worth a lot when you're living off investments.

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