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The one thing nobody's mentioned yet is that you should gather ALL documentation about improvements made to the property over the years. Every upgrade, renovation, or major repair can potentially increase the cost basis and reduce the taxable gain. Your mom should look for receipts, contracts, bank statements, credit card statements, etc. that show money spent improving the property. Things like utility upgrades, fencing, grading, any structures built, surveys, legal fees related to the property, etc. all potentially count toward increasing the basis. The difference between the selling price and the adjusted basis (purchase price plus improvements minus depreciation taken) is what determines the capital gain. Documentation is key!

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Mei Chen

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What about property taxes paid over the years? Do those count as part of the basis? And if she doesn't have receipts for improvements made a long time ago, is there any way to still claim them?

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Property taxes paid over the years unfortunately don't increase your basis - they're either deducted as an expense in the year paid (for investment property) or taken as an itemized deduction on Schedule A (for personal property). For improvements without receipts, you're not completely out of luck. You can create a reconstruction of costs using reasonable estimates. Take photos of the improvements, get statements from contractors who did the work if possible, or find comparable costs for similar improvements during the same time period. The IRS prefers documentation, but they recognize that records from many years ago might not be available. Just be reasonable with your estimates and be prepared to explain your methodology if questioned.

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Does anyone know if there's a difference in capital gains tax rates for vacant land versus a house on land? My parents are in a similar situation but they're selling just undeveloped acreage.

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The capital gains tax rates are the same for vacant land vs. houses - it's based on your income and how long you've owned it, not the type of property. The big difference is you can't claim the primary residence exclusion ($250k/$500k) on vacant land since nobody lived there. Also, undeveloped land typically has fewer improvements you can add to the basis compared to a house where you might have done renovations, replaced a roof, etc. But things like clearing, grading, utility connections, surveys, and access roads still count!

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10 Just wanted to add something important here - if you lived in the house for at least 2 years out of the 5 years before selling it, you might qualify for the primary residence exclusion. That would mean you could exclude up to $250,000 of gain ($500,000 for married couples) from your taxes. But since you mentioned your brother was the one living there, this probably doesn't apply to your situation. Just wanted to mention it in case anyone else reading has a similar inheritance situation but they actually lived in the inherited house.

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8 That's interesting. So if I had moved into the house instead of selling my share to my brother, I could have potentially sold it tax-free later? Do you know if the 2-year clock would start from when my dad passed away or would time he spent there count too?

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10 The 2-year clock would start when you actually owned the house, so from the time you inherited it. Your father's time living there wouldn't count toward your ownership period. And yes, if you had moved in and lived there for at least 2 years, you could have potentially excluded up to $250,000 of gain when selling. But remember, with inherited property, your basis is stepped up to the fair market value at date of death anyway, so you'd only pay taxes on appreciation that occurred after you inherited it.

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25 You might also want to check if your state has inheritance taxes! I'm in Pennsylvania and was surprised to learn they take 4.5% for direct descendants like children. The federal government might not tax your inheritance but some states still do. I got caught off guard by this last year.

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11 Good point! I live in California and don't think we have a state inheritance tax, but I'll double check. Does anyone know which states have inheritance taxes?

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25 Only six states still have inheritance taxes: Iowa, Kentucky, Maryland, Nebraska, New Jersey, and Pennsylvania. Each state has different rates and exemptions. Some exempt close relatives entirely while others have lower rates for them. If you're in California, you're right that there's no state inheritance tax there. But always good to verify based on where the property was located, not just where you live. The tax typically applies based on where the deceased person lived or where the property is located.

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Have you checked if your address is correct in the IRS system? I learned the hard way that if you moved and didn't file a change of address form (Form 8822), the IRS might be sending your stuff to your old address. They don't automatically update your address even if you put a new one on your most recent return.

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That's a great point! I did move about a year and a half ago, and while I used my new address on last year's return, I never submitted the specific change of address form. Maybe that's why I didn't get the PIN letter. Would updating my address now help me get this year's PIN, or is it too late for that?

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Updating your address now won't get them to automatically send a new PIN letter for this year, unfortunately. The system doesn't work that way. But it's still worth updating your address for future communications. For your current situation, your best bet is still to retrieve the PIN online using the "Get an IP PIN" tool or contact the specialized unit as others have suggested. The PIN exists in their system assigned to you - you just need to retrieve it since the letter didn't reach you.

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Just adding a data point - I also never received my IP PIN this year despite getting it fine for the past two years. I ended up using the online tool mentioned above and was able to retrieve it. The system asked for info from my previous year's tax return for verification, so have that handy. Took about 10 minutes total. Definitely better than trying to call!

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Ethan Scott

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Same here! Never got my letter but retrieved it online. Just make sure you create an ID.me account first if you don't already have one - that's required for accessing the IRS online account services now.

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Chris Elmeda

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Just wanted to add that another option is to look at increasing your deductions during the year you take the IRA distribution. Maybe accelerate charitable giving if that's something you do, max out retirement contributions to any plans you're eligible for, or look at other above-the-line deductions that might help offset some of that income. Not a complete solution to your S-Corp question, but could help with the overall tax hit.

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Jean Claude

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Would increasing business expenses in the S-Corp help too? Like could the company buy new equipment or something in that year to reduce the pass-through profits?

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Chris Elmeda

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Increasing legitimate business expenses would absolutely help reduce the S-Corp's net profit, which would mean less pass-through income on your personal return. Section 179 deductions for equipment purchases can be particularly effective for this. Just make sure any expenses are ordinary and necessary for your business - don't go buying equipment you don't actually need just for tax purposes, as that could raise red flags.

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Just a heads up, there are actually some options with that inherited IRA you might not know about. The SECURE Act changed a lot of the rules, but there are still exceptions to the 10-year distribution rule. If you're a spouse, disabled, chronically ill, not more than 10 years younger than the deceased, or the inheritor is a minor child of the deceased, you might have different options. Worth looking into before assuming you need to take it all at once!

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Josef Tearle

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This is actually really important. My tax advisor told me the same thing. The 10-year rule doesn't necessarily mean you have to take it all at once. You can often spread distributions over the 10 years, which would be much better tax-wise than taking it all in one year.

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PaulineW

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Something to consider - ask your previous employer if they can adjust the repayment amount to just the net amount you received. My company initially asked for the full $15,000 tuition reimbursement back, but after explaining the tax situation, they agreed to only require repayment of what I actually received (about $10,500 after taxes). It was a simple solution that saved me from having to deal with all the tax complications others are discussing here. They had to get approval from their finance department, but ultimately they recognized it wasn't fair to make me repay money I never actually received.

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Micah Trail

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I actually tried this approach first and they refused. Their policy specifically states that the repayment must be for the gross amount regardless of tax withholding. They said it was because they reported the full amount to the IRS as compensation and can't change that reporting after the fact. Did your company provide any specific reasoning for why they were willing to accept just the net amount?

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PaulineW

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Their reasoning was that the purpose of the repayment policy was to recover the actual benefit I received, not to profit from the situation. They consulted with their tax department who confirmed they could handle it properly on their end by adjusting their records to show I had repaid the benefit. The key was speaking with someone in their benefits department who had dealt with this before, rather than just HR. They acknowledged it was a common issue and they had an established process for handling net repayments rather than gross. Maybe try escalating to someone in the benefits or compensation department who might have more flexibility?

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Don't forget to check if your new employer offers any signing bonus or relocation that could help offset this repayment! When I had to repay about $11k in tuition to my old employer, I negotiated with my new company to include a "education reimbursement transition bonus" in my offer. I explained the situation frankly during negotiations, and they added $8k to my signing bonus specifically to help cover the repayment. Not all employers will do this, but many understand this common situation and want to remove barriers to hiring good candidates.

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Chris Elmeda

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This is brilliant advice! I never thought about negotiating this with a new employer. Did you have to provide documentation of the repayment amount to your new company? And did they treat the extra signing bonus as taxable income?

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