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Ask the community...

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TechNinja

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One thing to watch out for: if you withdraw more than the actual qualified expenses from the Coverdell, the excess is subject to income tax PLUS a 10% penalty. I learned this the hard way when my son's scholarship situation changed mid-year after I'd already taken money out of his Coverdell ESA.

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How exactly is this calculated if you have multiple funding sources? Like if total housing cost is $10k, GI Bill covers $8k, can you only withdraw $2k from Coverdell?

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Juan Moreno

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@Keisha Thompson Exactly right! You can only withdraw the portion not covered by other tax-free benefits. In your example, if total housing costs are $10k and the GI Bill covers $8k, you can only take $2k tax-free from the Coverdell ESA. The key is tracking your actual out-of-pocket expenses that aren t'reimbursed by other benefits. So if you pay $10k for housing but receive $8k from the GI Bill, your net qualified expense for Coverdell purposes is $2k. Taking out more than that $2k would trigger taxes and penalties on the excess. I keep a spreadsheet tracking all education expenses and benefits received to make sure I don t'accidentally over-withdraw. The IRS looks at the total qualified expenses minus any tax-free educational assistance when determining how much you can withdraw penalty-free.

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Based on my experience as a tax preparer who works with military families, you're absolutely right to be careful about the coordination rules. The key principle is that you cannot use tax-free educational assistance (like GI Bill benefits) and tax-free Coverdell distributions to pay for the same expenses - that would indeed be "double-dipping." Here's how it works in practice: If your daughter's actual housing costs are $1,200/month ($10,800 for 9 months) and she receives $1,500/month in GI Bill housing allowance ($13,500 total), she's actually receiving more in housing benefits than her actual costs. In this scenario, you couldn't take any tax-free distributions from the Coverdell for housing because her housing expenses are fully covered. However, if her actual costs exceed the GI Bill allowance, you can use Coverdell funds for the difference. The important thing is tracking actual expenses versus benefits received, not the school's published room and board figures. I always recommend keeping detailed records of all payments and benefits to ensure compliance with IRS rules. You might also consider using Coverdell funds for other qualified expenses like books, supplies, or equipment that aren't covered by the GI Bill to maximize the tax benefits.

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Alice Pierce

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This is really helpful clarification! So if I understand correctly, the actual dollar amounts matter more than what the school publishes. In my daughter's case, if her rent is only $800/month but she gets $1,500/month from GI Bill housing allowance, she's essentially "making money" on housing and I can't use any Coverdell funds for housing expenses? But I could still use the Coverdell for things like her laptop, textbooks, lab fees, or other qualified expenses that the GI Bill doesn't directly cover? That might actually work out better since those costs can add up quickly and the GI Bill book stipend is pretty limited.

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Raul Neal

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Just a heads up that the mortgage insurance premium deduction is one of those "below-the-line" itemized deductions, so you only benefit if your total itemized deductions exceed the standard deduction. For 2025, the standard deduction is projected to be $13,850 for single filers and $27,700 for married filing jointly. For many people with smaller mortgages or who live in lower-cost areas, the standard deduction might still be better even with the PMI deduction added back. Do the math before getting too excited!

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Jenna Sloan

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This is a really good point! I got excited and then realized that even with my mortgage interest, property taxes, and PMI combined, I'm still better off with the standard deduction. I guess this mostly helps people with larger mortgages or in high-tax states?

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This is fantastic news! I've been following the legislative updates closely and was really hoping this would get restored. I'm in a similar situation - bought my first home 18 months ago with 8% down and have been paying about $180/month in PMI. One thing I'd add for anyone reading this - make sure you keep good records of all your PMI payments throughout the year. Your mortgage servicer should send you a Form 1098 that breaks down your mortgage interest and PMI payments, but it's worth double-checking those numbers against your monthly statements. I learned the hard way last year that sometimes the 1098 doesn't capture mid-year changes correctly. Also, if you're close to the income limits that others mentioned, remember that certain pre-tax contributions (like 401k, HSA, etc.) can help lower your AGI and potentially keep you eligible for this deduction. Every little bit helps when you're trying to maximize your tax savings as a new homeowner!

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Mei Wong

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Great advice about keeping detailed records! I'm new to homeownership (closed on my house just 3 months ago) and I'm already learning how important it is to stay organized with all these documents. Quick question - you mentioned that the 1098 sometimes doesn't capture mid-year changes correctly. What kind of changes should I be watching out for? I'm worried I might miss something important since I'm still figuring out all the homeowner tax stuff. Should I be tracking anything beyond just the PMI payments themselves? Also, thanks for the tip about pre-tax contributions affecting AGI - I hadn't thought about how maxing out my 401k contribution could help me stay under those income limits!

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I've had 3 partnerships with negative basis issues. Your basis includes your share of partnership liabilities, so check if: 1) Your share of liabilities decreased significantly 2) You took distributions when profits were minimal 3) The partnership claimed large depreciation deductions

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How do you even fix this once it happens? I'm worried I might be in a similar situation with my business partnership.

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Zara Rashid

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This is exactly why partnership taxation can be so tricky for investors who aren't familiar with the rules. Your situation is unfortunately quite common, especially in real estate partnerships or businesses that distribute cash from refinancing. The key thing to understand is that your $160,000 capital account and your tax basis are completely different numbers. Your capital account shows your economic rights in the partnership, but your tax basis determines the tax consequences when you exit. If you received distributions over the years (especially from that refinancing you mentioned), those distributions reduced your tax basis even if the partnership was showing losses on paper. Once your basis hit zero, any additional distributions created negative basis. When you sell your partnership interest with negative basis, that negative amount becomes taxable gain - even though economically you're walking away with less than you invested. It's essentially the IRS collecting tax on those prior distributions that exceeded your basis. The good news is that if you can reconstruct your basis properly, you might find some adjustments that could reduce the gain. Make sure your CPA has accounted for all debt allocations, any Section 754 elections, and properly applied loss limitations from prior years.

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Kylo Ren

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This is such a helpful breakdown! I had no idea that capital accounts and tax basis could be so different. As someone new to partnership investments, this is exactly the kind of thing I wish I had known upfront. Is there any way to monitor your basis throughout the life of the partnership to avoid these surprises? It sounds like waiting until you exit to figure this out can lead to some really unpleasant tax shocks. Should partners be getting annual basis calculations from their CPAs? Also, what are Section 754 elections? I keep seeing that mentioned but I'm not familiar with what that means or how it might help in situations like this.

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Don't forget about state taxes too! Depending on your state, you might face state-level AMT or simply income tax on the spread. California for example has both a state AMT and high income tax rates, which makes ISO exercises even more expensive.

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This is a huge point. I'm in NY and the combined federal+state tax rate on my ISO exercise last year was nearly 45% when you add it all up. Definitely talk to a CPA who specializes in equity compensation.

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Based on your numbers, you're looking at a substantial AMT hit - potentially $180K-250K as others mentioned. One critical timing consideration: since you're planning to leave in the next few months, make sure you understand your company's post-termination exercise window. Most companies give you 90 days after termination to exercise, but some are shorter. If you do decide to exercise and hold, consider making quarterly estimated tax payments starting immediately. The IRS expects you to pay taxes throughout the year, not just at filing time. With an AMT liability this large, you could face significant underpayment penalties if you wait until April to pay. Also worth noting - if your company stock price drops significantly between now and when you actually sell the shares (even if you hold for LTCG treatment), you could end up in a situation where you paid AMT on a higher spread than you ultimately realized. This is the dreaded "AMT trap" that caught many people during the dot-com crash. The AMT credit helps, but it doesn't fully offset this scenario. Consider consulting with a tax professional who specializes in equity compensation before making any moves. The cost of good advice here could save you tens of thousands.

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This is really helpful advice about the quarterly payments - I hadn't even thought about that aspect. With an AMT bill potentially in the $200K range, the underpayment penalties alone could be thousands of dollars if I wait until April to pay everything. Quick question on the "AMT trap" you mentioned - if the stock price does drop after I exercise but before I sell, does the AMT credit eventually make me whole, or am I still out money? I'm trying to understand if there's a scenario where I could end up paying more in taxes than I actually make from the stock sale.

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Don't forget to check if either partner had a negative capital account before the final distribution! This can create unexpected tax consequences. If one partner's capital account went negative during operations (meaning they took out more than they put in plus their share of profits), that negative balance is treated as income to that partner when the partnership dissolves. Also, make sure you file Form 8594 (Asset Acquisition Statement) if the partnership is selling any assets as part of the dissolution. And don't forget to file Form 966 to formally dissolve the entity with the IRS.

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Neither partner has a negative capital account, fortunately. But I hadn't heard about Form 8594! They didn't really sell any physical assets though - they just distributed the remaining cash and closed their bank account. Are there other forms I need to file beyond the 1065 and K-1s to properly close the partnership?

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If they only distributed cash and didn't sell any assets to a third party, then you don't need Form 8594. That form is only required when business assets are sold. For properly closing a partnership, you'll need: Form 1065 with the "final return" box checked, Schedule K-1s for each partner marked as final, and potentially Form 966 (Corporate Dissolution or Liquidation) depending on how the LLC was classified for tax purposes. If it was always treated as a partnership, Form 966 isn't typically required. Also, don't forget state-level filings! Most states require some type of formal dissolution filing with the Secretary of State or similar agency. This is separate from the tax filings but equally important to properly close the business and prevent future filing requirements or penalties.

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One more thing - check if either partner had any unreimbursed business expenses (UBE) they paid personally. These can be reported on Schedule E of their personal returns rather than being treated as capital contributions on the K-1. This is often better tax treatment since capital contributions don't directly reduce tax liability but UBEs can.

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Rajiv Kumar

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I thought the Tax Cuts and Jobs Act eliminated unreimbursed business expenses for partners? Isn't that part of the miscellaneous itemized deductions that were suspended through 2025?

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