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I'm so grateful to have found this thread! I've been in a similar situation for the past couple of months after being let go from my job, and I've been selling off various personal belongings to help make ends meet - old furniture, some jewelry, electronics, books, you name it. Like everyone else here, I'm definitely selling everything for way less than what I originally paid for it. The tax anxiety has been real though! I kept wondering if I was supposed to be reporting these sales or setting aside money for taxes, especially since some weeks I might sell $200-300 worth of stuff. But reading through everyone's experiences here has been such a relief - it makes perfect sense that selling personal items at a loss wouldn't be taxable income. I love the practical advice about keeping a simple spreadsheet with photos. I've been loosely tracking things in my head, but having actual documentation sounds like a smart approach for peace of mind. The point about different platforms having different 1099-K requirements is also really helpful since I've been using multiple selling platforms. What strikes me most about this thread is how supportive everyone has been while sharing genuinely useful, real-world advice. When you're already dealing with the stress of unemployment and financial uncertainty, having a community where people share their actual experiences (rather than just theoretical tax advice) makes such a difference. Thank you all for taking the time to help others navigate this challenging situation!
I'm really glad you found this thread helpful! It's been amazing to see how many people are going through similar situations and how supportive everyone has been with sharing their real experiences. The tax anxiety is so understandable - when you're already stressed about finances and job hunting, the last thing you want is to accidentally mess up something with the IRS. Your situation sounds very similar to what many of us have been through. Selling personal belongings for way less than you paid while job hunting is such a common experience, but it's not something people talk about openly very often, so it can feel isolating when you're going through it. The spreadsheet with photos approach really has been a game-changer for peace of mind. Even though we probably won't need the documentation, having it organized helps reduce that nagging worry about whether we're handling things correctly. And like you mentioned, when you're using multiple platforms, it's nice to have everything tracked in one place. I hope your job search goes well! This thread has been such a great reminder that we're not alone in these challenges, and that there are practical ways to handle the situation responsibly while focusing on getting back on our feet. Wishing you the best of luck with everything!
I've been following this discussion and wanted to add my perspective as someone who went through a very similar situation about 18 months ago. After being laid off, I ended up selling quite a bit of personal property - everything from old camping gear to kitchen appliances to books and DVDs I'd accumulated over the years. What helped me the most was understanding that the IRS really does make a clear distinction between personal property sales and business activity. When you're selling items you originally bought for personal use at a loss, you're essentially just disposing of depreciated personal property. The key factors that kept me in the "personal" category were: 1) I owned everything for personal use originally, 2) I was clearly selling at a loss, and 3) I wasn't regularly buying items with the intent to resell them. I did keep basic records - just a simple list with item descriptions, rough original cost, and selling price. Looking back, this was more for my own peace of mind than anything else, but it did help me see that I was consistently selling everything for 20-40% of what I originally paid. One thing I learned that might be helpful - even if you receive a 1099-K from a platform like eBay, you can still properly account for these as non-taxable personal property sales on your return. The form doesn't automatically mean you owe taxes on that income. Hang in there with the job search - I know how stressful this whole situation can be, but you're asking the right questions and approaching it thoughtfully!
Just to add to the excellent advice here - make sure you keep detailed records of EVERYTHING, even the purchases you don't need to report right now. The IRS uses FIFO (First In, First Out) accounting by default for crypto unless you elect specific identification, so when you do eventually sell, you'll need those early purchase records to calculate your cost basis correctly. I learned this the hard way when I sold some Bitcoin in 2022 and realized I needed purchase records going back to 2019 to properly calculate my gains. Had to dig through old email confirmations and bank statements. Save yourself the headache and create a simple spreadsheet now with dates, amounts, and prices for all your transactions - even the small $50 purchases. Future you will thank you!
This is such great advice! I wish someone had told me this when I first started buying crypto. I'm pretty new to all this and have been super sloppy with my record keeping. Started buying small amounts of Bitcoin and Dogecoin a few months ago but honestly haven't been tracking much beyond what shows up in my Robinhood account. Reading through this thread is making me realize I need to get organized NOW before things get even more complicated. Do you recommend any specific apps or spreadsheet templates for tracking this stuff? I'm not very tech-savvy but want to make sure I'm prepared when tax time comes around.
@Cynthia Love For someone just starting out like yourself, I'd recommend keeping it simple with a basic Google Sheets or Excel spreadsheet. Create columns for: Date, Platform (Robinhood, etc.), Transaction Type (Buy/Sell), Coin, Amount, Price per coin, Total USD, and any fees. Since you're using Robinhood, they actually make record-keeping easier because everything stays on their platform - just make sure to download your monthly statements. But if you ever move crypto off Robinhood or start using other exchanges, that's when detailed tracking becomes critical. A few free templates you can find online: CoinTracker has a free CSV template, and there are good Reddit threads in r/CryptoCurrency with spreadsheet templates people have shared. Start simple now and you can always upgrade to more sophisticated tools later if your crypto activity increases. The key is just getting in the habit of logging everything as it happens rather than trying to reconstruct months of transactions later!
This is exactly the kind of practical advice I was looking for! Thank you @Aisha Rahman - I m'definitely going to start with a simple spreadsheet like you suggested. I ve'been putting off getting organized but this whole thread has been a wake-up call that I need to start tracking everything now before I get in over my head. One quick question - when you mention downloading monthly statements from Robinhood, do those statements include all the details I d'need for tax purposes like (the exact price per coin at the time of purchase ?)I want to make sure I m'not missing anything important that might not show up in their standard reports.
This thread has been incredibly informative! I'm a tax preparer and I still get clients every year who are confused about the health insurance requirements. One thing I'd add is that even though there's no federal penalty anymore, you should still keep all your health insurance documents (1095-A, 1095-B, 1095-C forms) for your records. These forms are still issued and can be important for several reasons: they help verify coverage dates if you live in a state with its own mandate, they're needed for premium tax credit reconciliation if you got marketplace coverage with advance credits, and they can be useful if the IRS ever questions your filing or if you need to amend a return. Also, a quick tip for anyone using tax software - many programs still ask about health insurance even though it's not federally required. This is often because the software needs to handle state-specific requirements and premium tax credit calculations. Don't panic if you see health insurance questions in your tax prep software!
Thanks for the professional perspective! As someone new to understanding all these tax changes, I really appreciate the tip about keeping those 1095 forms. I actually threw away my old ones thinking they weren't needed anymore since the mandate penalty was gone. Sounds like I should start holding onto them again just in case. Your point about tax software still asking health insurance questions makes total sense now - I was wondering why TurboTax kept asking me about coverage when I thought it didn't matter anymore. Good to know it's handling those state requirements and credit calculations behind the scenes. It's reassuring to hear from someone who deals with this professionally that these questions are normal and not a sign that I'm missing something important. Do you happen to know if there's a specific number of years we should keep these health insurance documents, or is it the same as other tax records (typically 3-7 years)?
Great question about document retention! For health insurance forms like 1095s, I generally recommend keeping them for at least 4 years, which aligns with the standard statute of limitations for IRS audits. However, if you're claiming premium tax credits or live in a state with its own mandate, I'd suggest keeping them for up to 7 years to be extra safe. The IRS can go back further in certain situations (like if there's suspected fraud or if you never filed a return), but 4-7 years covers most scenarios. Since these documents don't take up much space, especially if you scan them digitally, it's usually worth erring on the side of caution. One more thing to keep in mind - if you ever need to reconstruct your tax history for things like mortgage applications, financial aid, or certain legal proceedings, having those health insurance documents can help paint a complete picture of your financial situation during those years. They're small documents that can save you big headaches down the road!
This is exactly the kind of practical advice I was looking for! I'm definitely going to start scanning and organizing all my health insurance documents now. It never occurred to me that they could be useful for things like mortgage applications or financial aid - I was only thinking about taxes. Since I'm pretty new to managing all these tax documents, do you have any recommendations for how to organize them? Should I keep the health insurance forms with my tax returns for each year, or create a separate folder? I'm trying to get better at staying organized so I don't end up scrambling during tax season like I did this year. Also, one quick follow-up - if I move between states that have different health insurance requirements, should I keep the forms for both states' purposes, or will the same documents work for both?
I've been having the exact same issue! Called at 7:10 AM this morning and got the "call back during normal business hours" message, which makes no sense when they're supposed to be open. It's incredibly frustrating when you have a time-sensitive tax question. One thing I discovered recently is that the IRS has different phone numbers for different types of issues, and some seem to have better availability than others. If you're calling about a specific notice you received, try using the phone number printed directly on that notice rather than the general taxpayer assistance line. I had much better luck when I called the number on my CP2000 notice compared to the main 1-800-829-1040 line. Also, I've found that calling exactly at 7:00 AM (not even 7:01) gives you the best shot at getting through. Their system seems to hit capacity almost immediately after opening. Set an alarm and have your phone ready to dial right at 7:00 on the dot. If all else fails and you just need basic account information, the automated system at 1-800-829-1040 can actually provide quite a bit of info if you have your SSN and filing details handy. It's not ideal, but sometimes it can answer simple questions without needing to talk to a human. Hope this helps - the IRS phone situation is definitely broken, but persistence usually pays off eventually!
This is such great advice! I never thought about using the specific number from a notice rather than the general line - that makes total sense that those would be less congested. I've been banging my head against the wall trying to get through on the main number. The timing tip about calling exactly at 7:00 AM is something I keep seeing mentioned but haven't tried yet. It's wild that we need to be so precise just to reach a government agency, but if that's what works, I'll definitely set that alarm. I appreciate you mentioning the automated system too. I usually hang up as soon as I hit the automated menu because I assume it won't have what I need, but you're right that it might be worth exploring for basic account info. Sometimes that could save hours of trying to reach a human for something simple. Thanks for sharing your experience with the CP2000 notice number - that gives me hope that there might be better routes depending on what specific issue you're dealing with. The whole system seems designed to discourage people from calling, but tips like yours make it feel more manageable!
I've been dealing with this exact same frustration for weeks now! The IRS phone system is absolutely broken during tax season. What's worked for me is calling at exactly 7:00 AM EST - not 7:01, but right at 7:00. Their system hits capacity within minutes of opening. Also, try calling on Tuesday or Wednesday mornings if possible. Mondays and Fridays are the worst for wait times. If you're calling about a specific notice, use the phone number printed on that notice rather than the general line - those department-specific numbers often have better availability. For refund questions, the "Where's My Refund" tool on irs.gov updates daily and might save you from having to call at all. But I totally understand wanting to speak to someone when you have a complex situation like an amended return. The "call back during normal business hours" message is just their way of saying they're at maximum capacity - it doesn't mean they're actually closed. Keep trying every 15-20 minutes and you'll eventually get through. It's ridiculous that we need these workarounds just to reach our own tax agency, but persistence does pay off!
I'm so glad to find others dealing with the same phone nightmare! I'm new to this community but have been lurking and reading all these tips. The 7:00 AM sharp strategy seems to be the consensus - I'm definitely going to try that tomorrow morning. Quick question for everyone who's had success: when you do get through, how long are the actual hold times once you're in the queue? I'm trying to figure out if I should block out my whole morning or if there's a typical wait time once you're actually connected to their system. Also, has anyone tried calling from different area codes? I heard a rumor that some regions might have less congested lines, but that could just be wishful thinking. At this point I'm willing to try anything! Thanks for all the detailed advice in this thread - it's so helpful to know I'm not the only one struggling with this.
Hannah Flores
Has anyone used TurboTax Business for their partnership return? We're a simple 50/50 LLC with basic income and expenses, wondering if it's worth the $200 or if there's a better option.
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Kayla Jacobson
ā¢I used TurboTax Business last year for our two-person LLC and it was pretty straightforward. If you have a simple 50/50 split and no complicated allocations, it works fine. Just make sure you have all your income and expenses organized before you start. One thing to note - they charge extra if you need to file in multiple states. We operate in 2 states and ended up paying closer to $300 total.
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William Rivera
ā¢I used FreeTaxUSA for our partnership return last year. It was only $15 for the federal 1065 and like $15 per state. Way cheaper than TurboTax and handled our simple LLC just fine. The interface isn't as polished but it gets the job done if you're comfortable with the basic concepts.
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Isaiah Thompson
Great question! I went through this exact same confusion with my LLC last year. Just to add a few practical tips to what Emily covered: 1. Make sure you get an EIN (Employer Identification Number) for your LLC if you don't already have one - you'll need it for the 1065 form. 2. Keep really good records throughout the year of all income and expenses. The 1065 requires you to categorize everything properly, and it's much easier if you're organized from the start. 3. Don't forget about estimated quarterly payments! Even though the LLC doesn't pay taxes directly, you and your partner will likely need to make estimated payments on your individual returns based on your K-1 income. 4. Consider setting up a separate business bank account if you haven't already. It makes tracking business expenses so much cleaner when tax time comes around. The March 15 deadline is firm, so start gathering your documents in January. If you think you might be cutting it close, file that extension (Form 7004) early - it's better to be safe than sorry with those penalties!
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Mia Roberts
ā¢This is really helpful, especially the point about estimated quarterly payments! I hadn't even thought about that part. Quick question - when you say we'll need to make estimated payments based on K-1 income, does that mean we need to estimate what our LLC will make for the whole year and then pay quarterly on our personal returns? Or do we wait until we get the actual K-1 to figure out what we owe? I'm trying to plan ahead since this is all new to us and I don't want to get hit with underpayment penalties on top of everything else we're trying to figure out.
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