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Dylan Wright

Receiving lump sum payment from employer in 2025 - How to legally minimize tax burden?

So I just found out that my company is restructuring and they're offering me a pretty substantial lump sum payment to either take early retirement or as part of a severance package (still weighing my options). The amount is around $87,500 which would be on top of my regular salary for the year. I'm concerned about the tax implications since this will push me into a higher tax bracket for 2025. I've never received this kind of payment before and want to make sure I'm handling it in the smartest way possible from a tax perspective. My current salary is about $115,000 annually, and I'm in my mid-50s if that matters. I contribute to my 401k but not maxing it out currently. I also have a HSA through work and normally take the standard deduction. What are my options for legally reducing how much of this lump sum gets eaten up by taxes? Can I direct some of it to retirement accounts? Should I be looking at other deductions or credits? Any advice would be really appreciated!

The good news is you have several options to reduce the tax hit from that lump sum payment! First, understand that your employer will likely withhold a mandatory 22% for federal taxes, but since this will push your income higher, you might end up owing more when you file. Your best strategy is maxing out pre-tax retirement contributions. For 2025, you can contribute up to $23,500 to your 401(k) plus an additional $7,500 catch-up contribution since you're over 50. If you haven't been maxing out, this is a perfect opportunity to increase your contributions dramatically for the remainder of the year to reduce your taxable income. You should also max out your HSA contribution if you haven't already - that's $4,150 for an individual or $8,300 for family coverage in 2025, plus another $1,000 catch-up if you're 55+. These contributions reduce your taxable income dollar-for-dollar.

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Thanks for the detailed response! I hadn't considered the catch-up contributions for being over 50. If my employer allows it, could I direct a portion of the lump sum directly into my 401k rather than receiving it as cash first? Also, would it make sense to look into a traditional IRA contribution as well?

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You typically can't direct the lump sum payment directly into your 401(k) - it usually must come through regular payroll deductions. However, you could increase your regular 401(k) contributions to the maximum for the remaining pay periods and use the lump sum to cover your living expenses. This effectively accomplishes the same goal. Regarding a traditional IRA, your income level means you might face deduction limitations. At your income level (over $83,000 for single filers in 2025), the deduction begins to phase out if you're covered by a workplace retirement plan. You could explore a backdoor Roth IRA contribution instead, which isn't income-limited, though that wouldn't reduce your current tax burden.

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After dealing with a similar situation last year, I found this amazing tool called taxr.ai (https://taxr.ai) that really helped me figure out how to minimize taxes on my severance package. I was totally confused about what qualified as earned income vs. supplemental wages and how different tax strategies would actually impact my bottom line. The site analyzes your specific situation and shows you exactly what strategies will save you the most money - like increasing retirement contributions, deferring income if possible, and taking advantage of other deductions. It even helped me figure out if I should take the severance across tax years or all at once. What I found super helpful was that it showed me the actual dollar impact of each strategy instead of just general advice. My severance wasn't as large as yours but I saved about $4,700 in taxes by following the recommendations.

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Does this actually work for lump sum payments? I thought most tax strategies wouldn't help with one-time windfalls since they're usually withheld at that flat 22% supplemental rate regardless of what you do. Did you have to adjust your withholding later in the year?

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I'm a bit skeptical about tax tools... How does it compare to just talking with an accountant? I've found most online calculators miss nuances specific to individual situations, especially with complicated things like lump sum distributions that might qualify for special tax treatment.

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The 22% withholding is just what your employer initially takes out - your actual tax liability is based on your total income for the year when you file. The strategies I used helped reduce my total taxable income, which is what really matters. I did adjust my W-4 for the remaining months to reduce withholding since I knew I'd be putting so much into retirement. Regarding comparison to an accountant, I actually used both. The tool helped me understand my options and run different scenarios before meeting with my accountant, which meant I asked better questions and understood his recommendations. It was especially helpful for visualizing how different contribution amounts would affect my overall tax situation.

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Just wanted to report back after using taxr.ai that someone recommended here. It was actually super helpful for my situation! I received a $65k payout when our company was acquired, and the tool showed me I could save almost $7,800 by maxing out my 401k, HSA, and doing a few other things I wouldn't have thought of. What really helped was seeing exactly how much each strategy would save me based on my specific tax situation. For instance, it showed that because of where my income fell, increasing my 401k contribution by $15k would save me more than just the marginal tax rate would suggest because it also kept me below a threshold for another tax provision. I'm definitely not a tax expert, so having something that could explain the impacts in dollars rather than tax jargon made a huge difference. Way less stressful than trying to figure this out from random articles online.

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Just wanted to report back after using taxr.ai that someone recommended here. It was actually super helpful for my situation! I received a $65k payout when our company was acquired, and the tool showed me I could save almost $7,800 by maxing out my

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After years of trying to reach the IRS about a similar lump sum payment question, I discovered a service called Claimyr (https://claimyr.com) that actually got me through to a real IRS agent in under 15 minutes! I was seriously shocked because I'd spent WEEKS trying to get clarification on how to report my severance package correctly. They have this process that somehow bypasses the normal hold times (you can see how it works at https://youtu.be/_kiP6q8DX5c). I had specific questions about whether my payout qualified for special tax treatment that even my HR department couldn't answer. The IRS agent I spoke with was able to confirm exactly how I should report the income and what forms I needed. Saved me from potentially making a costly mistake on my taxes. If you have specific questions about your situation, sometimes getting an official answer directly from the source is the best way to go.

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How does this actually work? I don't understand how any service could get you through the IRS phone queue when everyone else is waiting for hours. Sounds like they're just charging you for something that should be free.

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This sounds like complete BS honestly. I've been dealing with the IRS for 20+ years and there's absolutely no way to "skip the line" to talk to someone. They're a government agency with set procedures. I'm calling scam on this one.

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It's actually an automated calling system that keeps dialing and navigating the IRS phone tree until it gets through, then it calls you when it has a live agent on the line. It's not skipping any official queues - it's just doing the tedious waiting for you. Think of it like having an assistant who keeps redialing until they get through. I was skeptical too until I tried it. The difference is most people give up after 30-45 minutes on hold, but their system will keep trying for hours if needed. Nothing improper about it - you're still going through the official channels, just with technology handling the frustrating part. The IRS agent I spoke with was definitely real and provided the exact guidance I needed about my lump sum taxation.

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I need to eat my words and apologize to the person who recommended Claimyr. After my skeptical comment, I decided to try it myself because I've been trying to reach the IRS for THREE MONTHS about an issue with my severance payment being incorrectly coded on my tax transcript. It actually worked. I got through to an IRS agent in about 27 minutes when I had previously spent over 9 hours on multiple calls without ever reaching a human. The agent was able to fix the coding issue on my account which means my refund (that was held up) should be processed now. For anyone dealing with lump sum payment questions that are specific to your situation, sometimes you really do need to talk to the IRS directly - especially if it involves how the payment is being reported or coded in their systems. I'm still shocked this service actually delivered what it promised.

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Consider asking your employer if they'll split the payment across two tax years (December 2025 and January 2026). This can prevent some of the tax bracket jump if your annual income will be lower next year. I did this with a $52k severance and saved about $3,900 in taxes. Also look into whether any portion of your lump sum might qualify for preferential tax treatment. Some types of payments for things like accumulated leave or certain retirement distributions have special rules. Not all lump sums are treated equally for tax purposes!

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Wouldn't delaying part of the payment be risky though? What if the company has financial problems in the meantime? I'd rather pay more in taxes than risk losing a significant portion of the money entirely.

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That's a valid concern, but you can assess the company's financial stability before making this decision. If they're a stable company or if the funds are already set aside in an escrow account (which is common for planned severance programs), the risk is minimal. I should clarify that I'm not suggesting you ask for the payment to be delayed for months - just splitting it so part falls in December and part in January, which is literally just a few weeks difference but crosses the tax year boundary. Most companies are willing to accommodate this type of request for large payments because they understand the tax implications.

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Has anyone used TurboTax to model different scenarios for lump sum payments? I'm trying to figure out if their tax planner tool is worth paying for or if I should just use a spreadsheet to estimate everything myself.

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I used TurboTax's tax planner last year when I got a $70k payout and honestly it was pretty limited. It doesn't let you model multiple scenarios easily or show the impact of different retirement contribution levels without manually entering everything multiple times. I ended up using a combination of their basic calculator and my own spreadsheet.

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Thanks for sharing your experience. Sounds like I might be better off just building my own spreadsheet or looking at some of the other tools mentioned in this thread. I want to be able to quickly compare several different approaches without a ton of manual data entry.

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One strategy that hasn't been mentioned yet is considering whether any portion of your lump sum might qualify for income averaging if it's related to retirement benefits. Some employer payments for early retirement packages can qualify for special tax treatment under certain circumstances. Also, don't forget about timing other deductible expenses if possible. If you have any large medical expenses, charitable contributions, or business expenses you can accelerate into 2025, they might help offset some of the additional tax burden from your lump sum. Another consideration is state taxes - depending on where you live, the impact could be significant. Some states have no income tax, while others might hit you hard on top of federal taxes. If you're planning to relocate anyway (which some people do with early retirement), the timing could matter for tax purposes. Finally, make sure you understand exactly what type of payment this is from your employer's perspective. Severance, early retirement incentives, and accumulated leave payouts can all have different tax implications. Getting clarification from HR about how they're classifying and reporting the payment could help you plan more effectively.

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Great point about income averaging for retirement-related payments! I hadn't considered that angle. Do you know if there are specific criteria that determine when a lump sum qualifies for this treatment? My company is calling it an "early retirement incentive" but I'm not sure if that automatically makes it eligible or if there are other requirements like age or years of service that need to be met. Also, the state tax consideration is really important - I'm in California so I'll definitely be hit with state taxes on top of federal. Makes me wonder if it would be worth consulting with a tax professional who specializes in these types of situations rather than trying to figure it all out myself.

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Great question about income averaging for retirement-related payments! The rules are quite specific and unfortunately, most lump sum payments from employers don't qualify for the special income averaging treatment that used to be more common. For a payment to qualify for favorable tax treatment, it generally needs to be from a qualified retirement plan (like a 401k or pension) and meet specific criteria around age, service years, and how the distribution is structured. Regular severance payments or early retirement incentives typically don't qualify, even if they're called "retirement" payments. However, there are a few exceptions worth exploring: if your lump sum includes any portion that's actually a distribution from your company's qualified retirement plan, or if it includes payment for accumulated vacation/sick leave that might be treated differently. The key is getting your HR department to provide detailed documentation about exactly how each component of your payment is classified. Given that you're in California, I'd definitely recommend consulting with a tax professional who specializes in executive compensation or retirement planning. The combination of federal and state taxes on an $87,500 lump sum could be substantial, and a qualified professional can help you navigate the nuances that general advice can't cover. They can also help you coordinate any available strategies with your specific situation and timeline.

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This is really helpful clarification! I was getting confused by all the different rules around lump sum payments. So if I understand correctly, most of what we think of as "retirement incentives" from employers are actually just regular severance payments from a tax perspective, even if the company markets them differently. I'm curious about the accumulated leave portion you mentioned - if part of my lump sum includes payout for unused vacation days that I've accrued over several years, would that potentially be treated any differently than the main severance amount? Or does it all just get lumped together as supplemental wages? Also, for anyone else following this thread, it sounds like the key takeaway is to get very specific documentation from HR about how each piece of the payment is classified before making any tax planning decisions. I definitely don't want to assume something qualifies for special treatment when it doesn't!

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One important aspect that hasn't been fully covered is the timing of when you actually receive the payment versus when it's considered taxable income. If you're getting this as part of an early retirement package, you might have some flexibility in when the payment is made, which could be crucial for tax planning. Also, consider whether your employer offers any kind of deferred compensation arrangement where you could receive the payment over multiple years instead of as a lump sum. This could keep you out of higher tax brackets entirely, though you'd need to weigh that against the time value of money and any risk of the company's financial situation changing. Another strategy worth exploring is "bunching" your itemized deductions into 2025 if you normally take the standard deduction. With the extra income from your lump sum, you might benefit from itemizing this year - things like charitable contributions, state and local taxes (up to the $10k limit), and mortgage interest could help offset some of the tax impact. Finally, don't overlook the potential for estimated tax payments. With a lump sum this size, you might need to make quarterly payments to avoid underpayment penalties, especially since the 22% withholding might not cover your actual tax liability when combined with your regular salary.

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This is excellent advice, especially about the timing flexibility and deferred compensation options! I hadn't thought about the possibility of structuring the payment over multiple years - that could be a game changer for someone in my situation. The point about estimated tax payments is really important too. With my regular salary plus this lump sum, I'll definitely be looking at a much higher tax liability than what gets withheld. I should probably calculate what my quarterly payments need to be to avoid penalties. One question about the "bunching" strategy for itemized deductions - if I normally take the standard deduction ($15,000 for single filers in 2025), would it make sense to accelerate charitable contributions and other deductible expenses into this year to push my itemized total above that threshold? I typically donate about $3,000 annually to charity, so maybe I could make next year's donations in December 2025 instead.

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Absolutely yes on the bunching strategy! Accelerating your charitable contributions into 2025 is a smart move given your higher income this year. If you can push $6,000 in charitable donations into 2025 (this year's plus next year's), plus your state and local taxes (up to the $10k cap), mortgage interest if you have it, and any other deductible expenses, you might easily exceed the $15,000 standard deduction threshold. Just make sure you're strategic about it - donate before December 31st to count for 2025, and consider appreciated securities if you have them instead of cash (you avoid capital gains tax and still get the full deduction). You could also prepay some deductible expenses like property taxes if your locality allows it. The key is running the numbers first - calculate your potential itemized deductions with the bunched expenses to make sure you'll actually exceed $15,000 by a meaningful amount. If you're only going to hit $16,000-17,000 in itemized deductions, the extra tax savings might not justify the cash flow impact of accelerating all those payments. Also remember that your higher income this year might phase out some deductions, so factor that into your calculations. A tax software tool or professional can help model this, but the concept is definitely sound for your situation.

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This bunching strategy makes a lot of sense for someone in Dylan's situation with the lump sum pushing him into higher brackets. One thing to add - if you're considering donating appreciated securities instead of cash, make sure you've held them for more than a year to get the full fair market value deduction. Also, since you mentioned you're in your mid-50s, you might want to look into Qualified Charitable Distributions (QCDs) from your IRA once you hit 70½, though that's more of a future planning consideration. For now, the bunching approach with regular charitable deductions should work well. Another expense that's easy to overlook for bunching - if you have any unreimbursed business expenses or professional development costs that you can accelerate into 2025, those might help too, depending on whether they qualify as miscellaneous itemized deductions under current tax law.

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One additional consideration that might be relevant to your situation - if your company is restructuring and you're choosing between early retirement vs severance, the tax treatment could be different depending on how each option is structured. Early retirement packages sometimes include continued health insurance coverage or the ability to bridge into COBRA, which has value beyond just the cash payment. If you're planning to retire anyway, the early retirement option might provide better overall benefits even if the immediate cash is the same. Also, if you do go the early retirement route, you'll want to think about your health insurance situation and whether losing employer coverage will create additional deductible medical expenses that could help offset some of the tax burden from your lump sum. One more thing - since you mentioned you're not currently maxing your 401(k), this is definitely the year to do it. Even if you can't direct the lump sum itself into the 401(k), you could dramatically increase your contribution percentage for the remaining months and use the lump sum to cover living expenses. This effectively gives you the same tax benefit as if you had contributed the money directly. Have you calculated exactly how much room you have left in your 401(k) for 2025? With the catch-up contributions at your age, you could potentially shelter a significant portion of that $87,500 from taxes.

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These are excellent points about the difference between early retirement vs severance options! I hadn't really thought about how the health insurance continuation could factor into the overall value calculation. Your point about maxing out the 401(k) contributions is spot on. With my current salary of $115,000 and being over 50, I can contribute up to $31,000 total for 2025 ($23,500 + $7,500 catch-up). I've only been contributing about $8,000 so far this year, so I have $23,000 of room left. If I increase my contribution percentage dramatically for the remaining months and use the lump sum to cover my regular expenses, I could essentially shelter a huge chunk of that money from taxes. That alone could save me several thousand dollars. The health insurance angle is really important too - if the early retirement package includes extended coverage, that's probably worth a few thousand dollars in value that I should factor into my decision. I'll need to get specifics from HR about exactly what each option includes beyond just the cash payment. Thanks for thinking through all these details - it's helping me realize this decision is more complex than just comparing the dollar amounts!

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One thing I haven't seen mentioned yet is the potential impact of the Net Investment Income Tax (NIIT) if you have significant investment income on top of your salary and lump sum. The 3.8% NIIT kicks in when your modified adjusted gross income exceeds $200,000 for single filers, and with your $115k salary plus $87.5k lump sum, you'd be right at that threshold. If you have dividends, capital gains, or other investment income, that could push you over and trigger the additional tax. However, this is another area where maximizing your pre-tax retirement contributions can help - reducing your AGI through 401(k) and HSA contributions might keep you below the NIIT threshold. Also, since you're evaluating early retirement vs severance, consider the impact on your Social Security benefits if you're planning to claim before full retirement age. If you take early retirement and start collecting Social Security in a few years, having higher reported earnings this year could potentially increase your future monthly benefits slightly, since Social Security calculates benefits based on your highest 35 years of earnings. It's a small factor compared to the immediate tax implications, but worth keeping in mind as part of your overall financial planning around this decision.

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This is a really important point about the NIIT that I hadn't considered! With Dylan's combined income potentially hitting $202,500, even a small amount of investment income could trigger that additional 3.8% tax. That could be another $1,000+ in taxes on top of everything else. The connection to Social Security benefits is interesting too - I hadn't thought about how a higher income year like this could impact the calculation of future benefits. Since Social Security uses your highest 35 years of indexed earnings, having a year with $202,500 in income could potentially replace a lower-earning year in the calculation. This really reinforces how important it is to maximize those pre-tax contributions to bring the AGI down. If Dylan can contribute that full $23,000 remaining to his 401(k) plus max out his HSA, he could potentially bring his AGI down to around $175,000-180,000, which would avoid the NIIT threshold entirely and save even more in taxes. It's amazing how these various tax thresholds and rules all interact with each other. What seems like a straightforward lump sum payment decision becomes this complex optimization problem across multiple tax provisions!

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I've been following this thread with great interest since I'm in a somewhat similar situation. One aspect that might be worth exploring is whether your employer offers any flexibility in how the lump sum is categorized or structured. For instance, some companies can separate out different components like accumulated vacation time, severance pay, and early retirement incentives, which might have different tax implications. Even if the total amount is the same, having clarity on how each piece is reported could help with your tax planning. Also, since you mentioned you're weighing early retirement vs severance, consider the long-term implications beyond just this year's taxes. Early retirement might give you more control over your income timing in future years - you could potentially do Roth conversions at lower tax rates, harvest capital losses, or implement other strategies when you're not earning a regular salary. The advice about maxing out your 401(k) and HSA contributions is spot-on. Given that you have significant contribution room left and this windfall to cover expenses, this really is an ideal situation to shelter a large portion of that income from taxes. Even if you can't avoid all the tax impact, every dollar you can shift to pre-tax savings is money in your pocket. Have you considered consulting with a fee-only financial planner who specializes in retirement transitions? They might help you see the bigger picture beyond just minimizing this year's tax bill.

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TechNinja

This is really comprehensive advice! The point about getting clarity on how different components of the lump sum are categorized is crucial - I hadn't thought about how accumulated vacation time versus actual severance pay might be treated differently for tax purposes. Your suggestion about consulting with a fee-only financial planner who specializes in retirement transitions is excellent. Given all the complexity that's come up in this thread - NIIT thresholds, Social Security implications, retirement contribution strategies, and the long-term planning aspects - it seems like this situation warrants professional guidance beyond just basic tax prep. I'm particularly intrigued by your point about having more control over income timing in future years if I go the early retirement route. Being able to do strategic Roth conversions or tax-loss harvesting when I'm not earning a regular salary could potentially save significant money over the long term, even if it doesn't help with this year's immediate tax hit. Thanks for the broader perspective - it's easy to get focused on just minimizing this year's taxes and lose sight of the bigger financial planning picture. This decision could really set the stage for my entire retirement strategy.

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Based on all the excellent advice in this thread, I wanted to add one more consideration that could be significant for your situation. Since you're deciding between early retirement and severance, and given the substantial tax optimization opportunities discussed here, you might want to ask your employer about the possibility of structuring part of the payment as a contribution to a non-qualified deferred compensation plan if they offer one. Some companies, especially during restructuring, have flexibility to offer departing employees the option to defer a portion of their lump sum payment to future years when you might be in lower tax brackets. This isn't the same as a 401(k) contribution, but it can achieve similar tax deferral benefits. Also, given that you're in your mid-50s and this is a substantial windfall, consider whether this changes your overall retirement timeline and tax strategy. If this payment allows you to retire earlier than planned, you might benefit from doing a detailed analysis of optimal withdrawal strategies from different account types (traditional vs. Roth IRA, taxable accounts, etc.) in your early retirement years. The combination of maxing your 401(k) ($23,000 remaining room), HSA contributions, potential charitable giving bunching, and strategic timing could significantly reduce your tax burden. But as others have noted, the long-term planning implications might be even more valuable than the immediate tax savings. A comprehensive approach that considers both this year's optimization and your overall retirement strategy would be ideal.

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This is such a valuable perspective on the deferred compensation option! I hadn't even thought to ask my employer about that possibility, but it makes perfect sense during a restructuring when they might have more flexibility with how they structure departing employee packages. The point about reassessing my overall retirement timeline is really hitting home. This lump sum could potentially accelerate my retirement plans by several years, which would completely change the optimal tax strategy for withdrawals from different account types. If I'm looking at early retirement in my late 50s instead of traditional retirement age, I'll need to think carefully about the sequence of withdrawals to minimize taxes and avoid early withdrawal penalties. It sounds like the consensus from everyone here is that while maximizing my 401(k) and HSA contributions this year is a no-brainer for immediate tax savings, the bigger opportunity might be in how this payment reshapes my entire retirement strategy. The tax planning for this year is just the first step in a much larger financial planning conversation. I'm definitely going to ask HR about deferred compensation options and start looking for a fee-only financial planner who specializes in early retirement scenarios. This thread has been incredibly helpful in showing me both the immediate tactics and the strategic considerations I need to think through. Thanks to everyone for such thoughtful advice!

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