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I'm really sorry for your loss, Dmitri. This is such a difficult situation to navigate while you're grieving. From my experience as a tax preparer, you're absolutely right that you can file married filing jointly for their final return since they were married at the time of death. Here are a few additional things to keep in mind: 1. Make sure to get a federal tax ID number (EIN) for each estate if you haven't already - you'll need these for any estate tax returns or if the estates generate income after death. 2. Check if they had any estimated tax payments due for 2024. As executor, you'll need to make those payments to avoid penalties on their final return. 3. Don't forget about state taxes - you'll likely need to file final state returns as well, and some states have different rules for deceased taxpayers. 4. If they had any joint bank accounts or investment accounts, make sure you understand which income gets reported on their final personal return versus potential estate returns. The IRS Publication 559 has detailed guidance on tax issues for survivors, decedents, and estates. It's dense reading but covers scenarios exactly like yours. You're doing the right thing by being thorough about this.

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Cole Roush

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Thank you so much for the detailed guidance, Dmitry. I hadn't thought about the estimated tax payments - that's a great point. They usually made quarterly payments so I should check if Q4 2024 was paid before they passed. One question about the EIN numbers - do I need separate EINs for each spouse's estate even though they were married? And when you mention "estate income," does that include things like interest that accrued on their bank accounts between their deaths and when I closed the accounts? I'll definitely get Publication 559. The IRS website can be overwhelming when you're trying to find specific guidance, so having a comprehensive resource will be really helpful.

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Diego Vargas

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Yes, you'll typically need separate EINs for each spouse's estate if they had separate wills or if their assets weren't entirely joint. Even though they were married, each person's estate becomes its own legal entity for tax purposes. And you're exactly right about the interest income - any interest, dividends, or other income generated on their accounts between their date of death and when you closed/transferred those accounts would be reported on the estate's Form 1041, not on their final personal return. This includes things like final paychecks, pension payments, or investment income received after death. For the estimated taxes, definitely check their 2024 payment history. If Q4 wasn't made before they passed, you as executor can still make that payment to avoid underpayment penalties on their final return. The IRS generally allows reasonable time for executors to catch up on these obligations. Publication 559 really is your best friend here - it has worksheets and examples for situations exactly like yours. Take your time with it, and don't hesitate to reach out to a tax professional if some of the estate tax implications get complicated.

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I'm sorry for your loss, Dmitri. This is definitely a complex situation, but you're on the right track asking these questions. One important detail I haven't seen mentioned yet - since your sister passed in March and her husband in October, you'll need to be careful about how you handle any income or deductions that occurred between those dates. Income that your brother-in-law received between March (when your sister died) and October (when he passed) should still be included on their joint final return, but you'll want to make sure you're not double-counting anything. Also, if either of them had health insurance premiums or medical expenses that were paid after your sister's March death but before your brother-in-law's October death, those can still be deducted on the joint return since they were still married filing jointly for the full tax year. The IRS Form 1041 instructions have a helpful section on "Income in Respect of a Decedent" that might be relevant if they had any retirement accounts or other assets that generated income after death. It's worth reviewing even if you end up not needing to file estate returns. You're doing a great job handling this responsibility during such a difficult time.

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Thank you for pointing out the timing issue between the two deaths, Kiara. That's something I definitely need to pay attention to. Just to make sure I understand correctly - any income my brother-in-law earned or received between March and October (like his pension payments or any part-time work income) would still go on their joint final return, right? And if he paid any of my sister's outstanding medical bills during that period, those medical expenses could still be deducted on their joint return? I'm also wondering about their joint savings account. After my sister passed in March, my brother-in-law continued to receive interest on that account until he died in October. Would that interest income all be reported on their final joint return, or would some of it need to be split out somehow since she had already passed? This is definitely more complicated than I initially thought, but I really appreciate everyone's guidance here.

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Hazel Garcia

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can someone clarify wat counts as "deferred compensation" for form 990? our ED has a 457b plan and im not sure if thats supposed to go in subpart F or somewhere else?

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For a 457b plan, the employer contributions should be reported in Column F (subpart F) in the year the contributions are made. This is because those contributions aren't included in taxable income when made. However, when the employee eventually receives distributions from the 457b plan, those don't get reported on the 990 again because you already reported the contributions when they were made.

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Madison King

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This is such a helpful thread! I'm dealing with a similar situation as our nonprofit's treasurer. One thing I'd add about subpart F is to make sure you're being consistent year over year with how you calculate and report these benefits. We had an issue where we were estimating health insurance premiums one way in 2022 and a completely different way in 2023, which created some confusing variances when our auditor reviewed the forms. Now we keep a detailed worksheet that breaks down exactly how we calculate each component of subpart F - retirement contributions, health premiums, life insurance, etc. Also, don't forget that if your organization provides any kind of housing allowance or parsonage allowance to clergy, those typically need to be included in subpart F as well, even though they might be excludable from income tax. The key is documenting your methodology so you can explain it to auditors or the IRS if needed. Good luck with your filing!

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Taylor Chen

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This is exactly the kind of practical advice I was looking for! Creating a detailed worksheet for subpart F calculations is brilliant - I can already see how that would help us stay consistent and make the annual filing process much smoother. Your point about housing allowances is particularly relevant since our organization is considering offering a housing stipend to our new program director. I hadn't realized that would need to be included in subpart F reporting. Do you have any recommendations for what specific details to include in that worksheet? I'm thinking we should track the calculation method, source documents, and maybe the person responsible for each estimate?

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This is why I stopped day trading and switched to ETFs with occasional rebalancing. The tax headaches weren't worth the small gains I was making. Now I sleep better and spend way less time on tax prep.

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This is exactly where I'm headed too. Did you have any issues transitioning out of your active positions? I'm worried about triggering even more wash sales if I try to liquidate everything.

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Zara Ahmed

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I'm dealing with a very similar situation and wanted to share what I learned after consulting with a tax professional. The key insight is that when your disallowed wash sales exceed your realized losses, you're essentially "prepaying" taxes on losses that will benefit you in future years. Here's what helped me understand it: Think of the excess disallowed wash sale amount as an "investment" in higher cost basis for your replacement shares. When you eventually sell those shares (hopefully for a gain), your tax liability will be lower because of that higher basis. For your specific situation with $17,850 disallowed vs $14,200 realized loss, you'll report both amounts exactly as shown on your 1099B using the aggregation method. The $3,650 difference ($17,850 - $14,200) represents basis adjustments that are sitting in your current positions, waiting to reduce future gains or increase future losses when you sell. One practical tip: if you're planning to continue active trading, consider opening a separate account specifically for longer-term holds to avoid inadvertently triggering wash sales on positions you want to keep. This has helped me avoid some of the cascading wash sale issues others have mentioned.

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This is incredibly helpful, thank you! The "prepaying taxes" analogy really makes it click for me. I've been so focused on the immediate tax impact that I wasn't thinking about the future benefit. Your suggestion about opening a separate account for longer-term holds is brilliant - I never thought about how my day trading could accidentally trigger wash sales on positions I actually want to keep. I'm definitely going to set that up before I start trading again next year. One quick question: when you say "report both amounts exactly as shown on your 1099B," do you mean I should enter them as separate line items in my tax software, or will the aggregation method automatically handle the calculation when I input the summary figures?

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Random question - can I use blue ink for the correction or does it have to be black? I know the IRS is picky about some of these details.

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Abby Marshall

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Black ink is always preferred for IRS forms as it scans better, but blue ink is acceptable for corrections. Just make sure it's dark enough to be clearly visible if the form gets scanned or copied.

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Luca Romano

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Thanks everyone for all the helpful advice! I went ahead and made the correction using the single line method that Paloma mentioned - drew a clean line through the wrong number, wrote the correct amount above it, and initialed with the date. The correction was pretty minor (just a few hundred dollars difference in my totals), so I didn't include an explanatory note. I also ended up checking my work with taxr.ai before submitting, and it confirmed that my correction was done properly and didn't find any other issues. Really glad I found this thread before panicking and ordering a new form! Submitting everything today and feeling much more confident about it.

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That's great to hear it worked out! I'm a newcomer here but have been dealing with similar form correction anxiety. Quick question - when you initialed and dated the correction, did you put that right next to the change or in the margin? I have a small correction to make on my 1096 too and want to make sure I do it exactly right. Also, how long did the taxr.ai check take? Trying to get everything submitted before the deadline!

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Traveling workers: How to handle taxes when working in multiple U.S. states?

Hey everyone, I run a medium-sized construction company headquartered in Michigan. Our crew travels across the country for various projects, providing specialized installation and repair services. Our tax guy and legal counsel both insist that our employees need to pay taxes in every single state where they perform work, even if it's just for a couple days. They say our workers can't simply report their full income in their home state. They used the example of a pro basketball player who lives in Florida but plays games in Illinois - apparently for those 48 minutes of game time, they're technically "working" in Illinois and owe taxes there. Our payroll service (ADP) confirmed this and is helping us establish the various withholdings required by different state laws. So that seems to be the official requirement. But I'm wondering if most companies actually follow through with this administrative headache, or if it's viewed more as a "recommendation" than a hard rule? For instance, my neighbor in Michigan has a spouse who works as a traveling consultant for a Fortune 500 company. They're on the road like half the year, but only ever file taxes in Michigan, which suggests either their employer isn't following these rules or there's some exception we're missing. Are there special exemptions that allow certain types of workers to only file taxes in their state of residence? (I understand some neighboring states have reciprocity agreements, but that wouldn't cover someone like my neighbor's spouse who visits 20+ states annually, which is similar to our crew's travel patterns.

Ian Armstrong

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My company handles this by having a 14-day rule. If an employee works in a state for less than 14 days in a calendar year, we don't bother with withholding for that state. If it's over 14 days, we set up proper withholding. This isn't technically 100% compliant with every state's laws, but it strikes a balance between administrative sanity and reasonable compliance. We document everything so if there's ever an audit, we can show our good-faith effort to comply with the complex patchwork of state laws. Different companies have different risk tolerances. Your friend's husband's company might be taking a more aggressive position, which isn't uncommon.

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Thanks for sharing your company's approach! This 14-day threshold seems like a practical compromise. Does your company provide any documentation to employees about which states they should be filing in at tax time, or is that left up to them to figure out based on their own travel records?

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Ian Armstrong

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We provide employees with a year-end summary that shows which states we've withheld for and how many days our records show they worked in each state. This gives them a starting point for their tax filings. We also make it clear that they should consult their own tax professionals, as their personal situation might differ from our company records. For instance, if they extended a business trip for personal reasons or worked remotely from a location we weren't aware of, those details would affect their filing obligations but wouldn't be in our system.

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This is such a timely discussion! I'm a freelance IT consultant who travels to client sites across multiple states, and I've been wrestling with this exact issue for years. What I've learned through painful experience is that the "official" rule and the "practical" reality often don't align. Technically, yes, you're supposed to file in every state where you earn income, but the enforcement and thresholds vary wildly. One thing I'd add to the great advice already shared: keep meticulous records of your travel dates and work locations. Even if you decide to take a more conservative approach like Ian's 14-day rule, having detailed documentation is crucial if you ever face an audit. Also, don't forget about potential double taxation issues. Some states don't give full credit for taxes paid to other states, so you could end up paying more than if you just filed in your home state. This is where those reciprocity agreements Lucas mentioned become really valuable. For Eleanor's original question about whether most companies actually follow through - in my experience, it's about 50/50. Larger companies with dedicated tax departments usually comply, smaller companies often take calculated risks. Your tax advisor and legal counsel are being appropriately cautious, which is probably the right approach for a business owner.

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Daniel Price

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This is really helpful perspective from someone actually dealing with this day-to-day! Your point about double taxation is something I hadn't fully considered. When you mention some states not giving full credit for taxes paid to other states, does that mean you could end up paying state income tax on the same earnings to multiple states? That seems like it could get expensive really quickly for someone traveling as much as you do. Also, I'm curious about your record-keeping system. Are you tracking this manually in a spreadsheet or using some kind of app? With all the travel involved in consulting work, it seems like it would be easy to lose track of which days were spent where, especially for shorter trips.

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