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Ask the community...

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Mei Lin

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Don't forget that property tax rules can vary by state! In some places, property taxes are paid partly in advance rather than fully in arrears. And some counties have weird fiscal years that don't align with calendar years. Might be worth a quick call to your county tax assessor's office to confirm exactly how your local system works before making any decisions.

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Andre Laurent

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Great question! I went through the exact same confusion when I bought my first home. The key thing to remember is that for individual taxpayers, property tax deductions follow the "cash basis" rule - you can only deduct what you actually paid out of pocket to the tax authority in that tax year. Since your escrow account didn't make any property tax payments in 2023, you won't have a property tax deduction for your 2023 return. The credit you received at closing from the seller is considered a purchase price adjustment, not a tax payment by you. When you pay the 2023 property taxes in January 2024 (even though they're for the previous year), that's when you'll get the deduction - on your 2024 tax return that you'll file in 2025. Make sure to keep your closing statement and all escrow records organized, as you'll need them for future reference and when you eventually sell the home.

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Drake

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This is really helpful! I'm also a first-time homeowner and was wondering about this exact situation. One thing I'm curious about - when you say to keep the escrow records organized, should I be requesting specific documentation from my mortgage servicer? I want to make sure I have everything I need when I file my 2024 taxes next year.

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Daniel Price

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Just to clarify something that seems to be causing confusion in this thread - there's an important distinction between truly collectible/investment vehicles and regular cars that happen to be a bit special. For a regular car (even if it's a nice classic that you drive on weekends), you generally CANNOT deduct the loss. These are personal-use assets. For cars held EXCLUSIVELY as collectible investments, you potentially CAN deduct losses, but you need extensive documentation showing investment intent. For cars used in a BUSINESS (like a restoration business, car dealer, etc.), losses are generally deductible as business expenses. Most people fall into the first category and can't deduct losses, which is why the general advice is that car losses aren't deductible. Most folks simply can't meet the strict requirements for the exceptions.

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Olivia Evans

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This matches what my tax guy told me. I tried to claim a loss on my Ferrari that I sold for $40k less than I paid after owning it for 5 years. Even though it was rare and collectible, I had put about 7,000 miles on it over the years. Tax guy said the driving killed any chance of claiming it as an investment loss since it showed personal enjoyment/use.

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This is such a frustrating aspect of the tax code that catches so many people off guard! I went through something similar with a vintage truck I had to sell at a loss during COVID when I needed cash fast. What really helped me understand the situation was learning about the "personal use presumption" - basically, the IRS assumes that unless you can prove otherwise with solid documentation, any vehicle you own is for personal use and enjoyment. Even if you barely drive it, even if it's rare or collectible, the default assumption is personal use. The harsh reality is that the tax code is designed this way intentionally. Personal assets like cars, boats, jewelry, etc. are expected to depreciate as part of their normal use cycle. The IRS views this depreciation as the "cost" of enjoying these items, similar to how you can't deduct the loss when your furniture gets old or your clothes wear out. What I learned from my tax advisor is that if you're serious about treating vehicles as investments going forward, you need to set up that framework BEFORE you buy, not after. This means business entities, proper documentation, storage agreements, maintenance logs, and most importantly - never using them personally. It's a pretty high bar to meet, but it is possible if you're committed to treating it as a true investment rather than a hobby that might make money.

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This is exactly the kind of clear explanation I wish I had found when I was going through this! The "personal use presumption" concept really helps explain why the burden of proof is so high for claiming these as investment losses. Your point about setting up the framework BEFORE buying is crucial - I think that's where most people (myself included) go wrong. We buy something we genuinely like and hope it appreciates, but we don't treat it like a true investment from day one. By the time we want to claim it as an investment loss, it's too late to establish that documentation trail. Do you know if there's any specific IRS guidance on what constitutes adequate "business entity" setup for vehicle investments? I'm wondering if an LLC specifically for collectible investments would be enough, or if you need something more formal.

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I work in tax preparation and can confirm that Box 14 confusion is super common! Your hospital employer is likely using those multiple "HSA EE" entries to track your Health Savings Account contributions by quarter or pay period - this is actually helpful for their recordkeeping. The good news is that HSA employee contributions are pre-tax, so they reduce your taxable income (which is already reflected in your other W2 boxes). When you enter this into TurboTax, it will recognize these codes and handle them appropriately. The software is pretty good at distinguishing between items that need to be reported versus those that are just informational. For healthcare workers, I commonly see Box 14 items like continuing education reimbursements, uniform allowances, parking benefits, and various insurance premiums - most don't require separate reporting on your federal return. Don't stress too much about it - as long as you enter the information accurately as it appears on your W2, you'll be fine!

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This is really helpful to hear from someone who works in tax prep! I'm actually the original poster and I feel so much better now knowing that multiple HSA entries are normal. Quick question - when TurboTax asks me to enter the Box 14 items, should I enter each "HSA EE" entry separately even though they're all HSA contributions? Or does it matter if I just add them up into one total? I want to make sure I'm doing this right since this is my first year with an HSA through my hospital job.

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You should enter each "HSA EE" entry separately exactly as they appear on your W2 - don't add them up into one total. TurboTax is designed to handle multiple Box 14 entries and will process them correctly when entered individually. The software needs to see the complete picture of how your employer reported the information to ensure everything matches up properly with IRS records. Plus, entering them separately helps maintain an accurate audit trail if there are ever any questions down the road. The multiple entries are actually a good thing - it shows your employer is being thorough with their recordkeeping of your HSA contributions throughout the year!

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As someone who works in hospital administration, I can add that healthcare employers are particularly thorough with Box 14 reporting because we have so many different types of benefits and deductions. Those multiple "HSA EE" entries you're seeing are definitely quarterly breakdowns of your Health Savings Account contributions - this is standard practice for larger hospital systems. One tip I'd share: keep a copy of your final pay stub from December 2024 handy when you're doing your taxes. It often has a year-end summary that can help you cross-reference these Box 14 amounts and make sure everything adds up correctly. Hospital payroll systems are usually very detailed about tracking benefits, so you're actually in good hands even though it looks confusing at first glance. TurboTax will handle all of this properly - just enter everything exactly as shown and don't second-guess the multiple entries. The software is designed to work with how large employers like hospital systems report this information.

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Leo McDonald

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This is great advice about checking the December pay stub! I never thought to cross-reference those amounts but that makes total sense for peace of mind. Since you work in hospital admin, do you know if there's any significance to the fact that my HSA EE amounts are slightly different each quarter? Like one quarter shows $650, another shows $625, etc. Is this normal or could it indicate some kind of payroll error I should be concerned about?

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Sudden K1 complications with my 2025 tax return - filing in multiple states

My taxes just got a lot more complicated this year and I'm pretty lost on how to handle it. I've always used TurboTax for me and my wife since our return was pretty straightforward. We have the usual stuff - W2s, mortgage interest deduction, student loan interest, some 1099s from our investment accounts, child tax credit, HSA contributions, etc. Here's what's making things complicated: at the beginning of 2024, I became a limited partner at my company. So now on top of my W2, I've got a K1 to deal with. The bigger issue is that my company operates in all 50 states and Canada, which apparently means I need to file as a non-resident in each state plus Canada. My company gave us a brief guide but it's honestly not very helpful. From what I've researched, TurboTax can handle the K1 part, but at $30-40 to e-file PER STATE, that's going to add up really fast. I'm thinking about filling out the forms online but then printing and mailing them to avoid those fees. And I have absolutely no clue where to start with the Canadian filing requirements. What are my options here? I've never used a CPA or professional tax service before. Any ballpark on what this might cost with a professional? Just trying to figure out if it's worth trying to tackle this myself or if I should hire someone. Has anyone dealt with a similar situation and done it themselves successfully? UPDATE: I finally got to talk with a senior partner at my company who's dealt with this for years. Most other partners seemed uncomfortable discussing it which had me worried. Turns out it's actually much simpler than I thought. My company has already filed and paid taxes (if any were owed) in all states except my home state. That's a huge relief!

Nia Jackson

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For finding CPAs who specialize in partnership taxation, I'd recommend starting with the AICPA (American Institute of CPAs) directory - you can search by specialization and location. Look for CPAs who specifically list "partnership taxation" or "multi-state tax compliance" as specialties. Another great resource is asking other partners at your firm for referrals. Since you mentioned talking to a senior partner, they might be able to recommend someone they've worked with successfully. Many partnerships end up using the same few accounting firms because they understand the specific industry and partnership structure. When you do consult with a CPA, come prepared with your K1, any partnership statements about composite filings, and a list of all states where your partnership operates. A good partnership tax specialist should be able to quickly identify which states require separate filings and which are covered by composite returns. They should also be familiar with common partnership deductions and credits you might be missing. The consultation approach really worked well for me - I got expert guidance on the tricky parts but still saved money by handling the routine federal filing myself. Plus, you'll learn enough from that first consultation to feel more confident in future years.

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This is excellent advice! I'm definitely going to try the AICPA directory search. One question - when you had your consultation, did the CPA provide any written summary of their recommendations? I'm thinking it would be helpful to have something in writing to reference when I'm actually doing the filing, especially about which states require separate returns versus composite filings. Also, did they charge separately for the consultation versus if you ended up having them prepare the full return?

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Paolo Rizzo

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Yes, the CPA I worked with provided a detailed written summary - it was actually really helpful to have during filing season! The summary included which states required separate filings, which were covered by composite returns, specific form numbers I'd need, and even deadlines that differed from federal deadlines. Most CPAs charge separately for consultations versus full preparation. Mine charged $300 for the initial consultation (about 90 minutes) and said if I decided to have them prepare everything, they'd credit $150 of that toward the full service fee. The consultation fee was definitely worth it - that written roadmap saved me hours of research and gave me confidence I wasn't missing anything important. One tip: ask specifically about estimated tax payments during your consultation. With partnership income, you might need to adjust your quarterly payments, and some states have different requirements for estimated taxes on partnership income. This was something I completely overlooked until the CPA mentioned it.

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I went through something very similar when I became a partner in a multi-state firm last year. The key insight that saved me a lot of stress was understanding that "filing requirements" and "actual filing needed" are two different things when you have composite filings. One thing I'd add to the great advice already given - make sure you understand the timing differences between states. Some states have different deadlines than the federal April 15th deadline, and a few require estimated payments on different schedules. This caught me off guard my first year. Also, regarding the Canadian portion - if your partnership has filed a T5013 partnership return in Canada and handled the Canadian tax obligations, you typically just need to report your share of the Canadian-source income on your US return. The US-Canada tax treaty generally prevents double taxation, but you want to make sure you're claiming the foreign tax credit properly if any Canadian taxes were paid on your behalf. The hybrid approach others mentioned really is the sweet spot for the first year. Get professional guidance on the multi-state complexities, but handle the straightforward federal portion yourself. Once you understand your specific situation, it becomes much more manageable in subsequent years.

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Aisha Khan

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This is really helpful context about the timing differences between states - I hadn't even thought about different deadlines! Do you happen to know if there's a good resource that lists all the different state deadlines in one place? I'm worried about missing a filing deadline for a state I didn't even know I needed to file in. Also, regarding the Canadian T5013 - how do you find out if your partnership has filed this? Should this information be included with my K1 documentation, or do I need to ask my company's accounting department specifically about it? The foreign tax credit aspect sounds complicated too. Is this something that TurboTax can handle, or is this another area where I should definitely get professional guidance?

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Tom Maxon

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To all those having trouble reaching a human at IRS. I just ran across this video that gave me a shortcut to reach a human. Hope it helps! https://youtu.be/_kiP6q8DX5c

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Luca Ferrari

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Yes! I got the exact same notice last week and was completely lost. The IRS basically recalculated my Child Tax Credit and now I owe money instead of getting a refund. Turns out I made an error reconciling the advance payments I received in 2021. I used taxr.ai like others mentioned here and it walked me through exactly where I went wrong on Schedule 8812. Definitely worth checking out if you're dealing with this mess!

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