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This is slightly off topic but dont forget that your sister is probably eligible for a Social Security lump sum death benefit of $255. Its not much but its something. She should contact Social Security right away as there are time limits. Also if they were married for at least 9 months she might be eligible for monthly survivor benefits depending on her age.

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The 9 month marriage requirement isn't always needed. If the death was accidental or occurred in the line of duty as an active member of the armed forces, the 9-month requirement is waived. Also, if they have a child together, that can change the requirements too.

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One more thing to consider - if your sister and her husband had any joint accounts, the basis (original cost) of investments might get a "step up" as of the date of death. This can be SUPER important if they owned stocks or property together. Basically, the deceased's portion gets revalued to what it was worth on the day they died, which can save a ton in capital gains taxes later. Might want to look into this if they had any investments.

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KaiEsmeralda

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One thing nobody's mentioned - consider what happens if you break up. Joint accounts can get messy in a hurry with no legal marriage protections. Maybe consider a separate account that you both fund but has specific rules for what happens if things go south? Just my 2 cents after going through an ugly split with shared finances.

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That's a really good point I hadn't considered fully. Do you have any specific suggestions for how to structure such an account? Did you use any particular legal document to establish those "rules" you mentioned?

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KaiEsmeralda

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We didn't have anything formal in place which was exactly the problem. If I could do it over, I'd create a simple written agreement that both parties sign stating that the account is solely for household expenses, what happens to any remaining funds if the relationship ends, and how quickly the account would be closed. Some couples I know use a "household expenses" account where they each deposit only what's needed for shared bills rather than a true joint account. This keeps the majority of your finances separate while still having a clean way to handle shared expenses. For extra protection, talk to a lawyer about creating a simple cohabitation agreement that covers the financial aspects of your relationship.

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Debra Bai

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Quick question - do either of you get any tax benefits from paying the mortgage through your personal accounts instead of a joint account? Like cashback or rewards that might outweigh the convenience of the joint account?

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This is a really good point! I pay all our household bills through my Chase Sapphire card for the points, then my partner Venmos me his half. We're essentially getting 2-3% back on all our shared expenses this way. Definitely beats a joint checking account with no rewards.

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11 Just a heads up, I've been self-employed for over a decade and this happens ALL the time with year-end payments. The key is consistency between what you report and what your client reports on your 1099. In my experience, if both sides treat it as 2024 income, you're golden. The IRS cares more about matching reports than the exact day a payment hits your bank.

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3 What about the opposite situation? I have clients who paid me in December 2024 but want to count it as 2025 expenses for their business. Can they do that or does it have to match the year they actually sent the payment?

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11 That's a different situation and generally wouldn't work. Businesses must report expenses in the year they were actually incurred/paid. If they paid you in December 2024, that's a 2024 expense for them, not a 2025 one. The IRS is pretty strict about matching the payment year with the expense year for businesses. They can't just choose to push an expense to the next year if they already paid it. This is different from the original question which was about when a payment is considered "received" by the recipient.

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22 Has anyone here had the IRS actually question this kind of thing before? I'm curious how much they really care about a payment that's off by a few days across tax years. Seems like they'd have bigger fish to fry?

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16 They typically don't care about a few days IF your reporting matches what's on your tax forms. The issues come when you report income in 2025 but your client reports paying you in 2024 on your 1099. That mismatch will trigger automatic flags in their system.

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Does anyone use tax software that DOESN'T use whole dollar rounding? I've tried three different programs and they all seem to do it automatically. TurboTax, H&R Block, and TaxAct all rounded my numbers. Is there any software that lets you choose to keep cents?

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Paolo Marino

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Most professional tax software actually keeps track of the cents behind the scenes but displays whole dollars on the forms. I'm a bookkeeper (not a CPA) and we use Drake Software which does this. The precise calculations happen with all the cents included, even though the forms print with rounded numbers.

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Amina Bah

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Honestly the whole dollar method has saved me from so many mistakes. I used to track every cent and would get frustrated when things didn't add up perfectly. Now I just round as I go and it's so much faster. The IRS instruction booklet literally says it's fine on page 13. My refund has never been affected by more than a dollar either way.

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Another option instead of filing twice (which you definitely shouldn't do) is to use a free tax review service. Many CPAs will look at your previous return for free or a small fee to see if anything was missed. I did this last year and discovered TurboTax had completely missed a business expense deduction that was worth about $900 in tax savings.

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Do you have to go in person for that kind of review? I'm not sure if there are any CPAs near me, plus I'm pretty busy with work.

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No, most CPAs can do this remotely now. You just need to send them a PDF of your tax return from TurboTax, and they can review it. Many have secure upload portals on their websites. I actually did mine completely virtually - uploaded my documents, had a 20-minute Zoom call to discuss what they found, and they emailed me their recommendations. The good ones will tell you upfront if they think there's potential for significant changes before charging you for a full amended return service. Sometimes they'll even waive the review fee if they end up preparing your amended return.

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Sean Doyle

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Just wondering - what site did your coworker use that got her a bigger refund? Maybe worth checking out for next year even if you can't file twice this year.

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Zara Rashid

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This is actually a really important question. Different tax software can give wildly different results depending on how they ask questions. I tried three different ones last year (FreeTaxUSA, TurboTax, and H&R Block) and got refund estimates that varied by almost $800!

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