Has anyone else gotten a 1099-K from Ticketmaster or StubHub for reselling? I heard they're going to start sending them for sales over $600 starting in 2025 instead of the current $20,000 threshold. That's gonna catch a lot more casual sellers like us.

Hey there! I was in almost the exact same situation last year with concert tickets. The key thing to remember is that you only owe taxes on your actual profit, not the full sales amount. Since you don't have receipts, I'd recommend creating a detailed log of what you can remember - dates, games, approximate amounts you paid your friend. Check your bank records for ATM withdrawals around those dates, and see if you have any text messages with your buddy discussing prices. You'll want to report this on Schedule C since it sounds like regular activity. Put your total sales as income, then deduct your costs as business expenses. The IRS allows reasonable reconstruction of records when originals aren't available, as long as you're honest and can show some supporting evidence. Also, start keeping better records going forward! Use Venmo or at least write down cash transactions. With the reporting thresholds potentially dropping to $600 soon, more casual sellers like us are going to be on the radar.

Does anyone know a good affordable tax professional who can help with regular tax questions? After reading this thread I'm terrified of accidentally following bad advice. I tried using the free software options but my situation is a bit complicated (self-employed with some investment income).

Thanks for posting this question - it's really important that people know about these scams! As a tax professional, I see people fall for these schemes every year and it never ends well. The IRS has actually published a "Dirty Dozen" list of tax scams that they update annually, and sovereign citizen arguments are always on it. These promoters often target people who are genuinely struggling with tax debt or who feel overwhelmed by the tax system. What makes these scams particularly dangerous is that they often mix legitimate-sounding legal language with completely false interpretations of tax law. They'll cite real court cases but completely misrepresent what those cases actually decided. If anyone is dealing with legitimate tax problems, there are actual legal options available - installment agreements, offers in compromise, currently not collectible status, etc. The IRS has hardship programs for people who genuinely can't pay. There's never a need to resort to these bogus "sovereign citizen" theories that will only make your situation worse.

Has anyone actually been audited specifically on LLC distributions? I've been taking money out of my real estate LLCs for years and just calling everything "distributions" without much thought. I'm starting to worry I've been doing it wrong.

This is a great question that many real estate LLC owners struggle with. You're right that in a passthrough entity, you're taxed on your allocable share of income regardless of distributions, but the classification still matters for several important reasons: 1. **Basis tracking**: Your outside basis in the LLC (which starts with your initial investment) increases with allocated income and decreases with distributions. If distributions exceed your basis, the excess becomes taxable gain - this is true even in passthrough entities. 2. **Capital account maintenance**: Proper capital account tracking is required by the regulations and affects how profits/losses are allocated among members. Return of capital reduces your capital account without affecting current-year allocations. 3. **Future implications**: If you ever sell your LLC interest or the LLC sells property, having accurate basis and capital account records becomes critical for determining gain/loss. While you don't need to classify each distribution in real-time, I'd recommend working with your accountant to ensure your basis and capital accounts are being tracked properly. Many people think "passthrough = no distribution issues" but that's not entirely accurate. The IRS can definitely scrutinize distribution patterns, especially if they exceed basis or seem inconsistent with reported income.

Wait, I'm confused about the damages part. So if I get $50k for the land and $30k for "damages" are those taxed differently? My city is taking part of my frontage for a sidewalk project and their offer has these two separate amounts.

The key distinction for damages in eminent domain cases is *what* the damages are compensating for. If the $30k is "severance damages" - meaning compensation for how the taking decreases the value of your remaining property - that's typically not immediately taxable. Instead, it reduces your basis in the remaining property. However, if any portion of the damages is for things like: - Lost rental income during construction - Business interruption costs - Temporary relocation expenses - Attorney fees (sometimes) Those portions would likely be taxable income. Make sure your settlement agreement clearly specifies what each payment is for. The IRS looks at the actual purpose of each payment, not just how it's labeled. For a sidewalk project affecting frontage, most damages would probably be severance damages for decreased property value/access, which should reduce your basis rather than create immediate taxable income. Document everything carefully and consider getting the settlement reviewed before signing - the specific language used can make a real difference in tax treatment.

This has been such an educational thread! As someone who's been haphazardly donating items without proper tracking, I'm realizing I need to completely overhaul my approach. One question I have that I don't think was fully addressed - what about seasonal items? Like winter coats in spring or holiday decorations? Should I value these based on what they'd sell for during their off-season, or their peak season value? I imagine a heavy winter coat donated in July might have a different fair market value than the same coat donated in November. Also, I'm curious about the timing of when to take those documentation photos. Should I photograph items right before I load them in the car for donation, or is it better to stage everything earlier when I'm deciding what to donate? I want to make sure I'm capturing everything accurately for my records. The advice about being realistic with condition assessments really resonated with me - I think I've been way too generous in my mental valuations of items that are clearly well-worn. Time to be more honest about that "fair" vs "good" distinction!

This thread has been incredibly comprehensive! I've learned so much about proper donation valuation that I never knew before. One additional tip I'd like to share from my experience - if you're donating books, especially textbooks or professional books, check what they're selling for on Amazon or other online marketplaces first. I donated a bunch of nursing textbooks last year without thinking much about it, but when I looked them up later for tax purposes, I discovered some were still selling for $20-40 used even though they were a few years old. Professional and technical books often retain more value than general fiction, so it's worth doing a quick check. Also, for anyone using apps or software to track donations, make sure whatever system you use can export the data in a format your tax preparer can easily work with. I learned this lesson when I had everything perfectly organized in one app, but then had to manually transfer all the information because my accountant couldn't work with the export format. Thanks to everyone who contributed to this discussion - I feel much more confident about properly documenting my donations going forward!