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Ask the community...

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Quick question - does anyone use QuickBooks Self-Employed or similar software to track these kinds of business expenses? I'm just starting out and trying to figure out the best way to keep everything organized for tax time.

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Zane Gray

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I use FreshBooks and love it. You can take pics of receipts with the app and categorize expenses on the go. It has a category specifically for professional development that would work for your books. Way easier than trying to sort through a shoebox of receipts at tax time!

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I've been through this exact situation when I started my consulting LLC! The books you're describing should definitely qualify as legitimate business deductions since they're directly related to building the knowledge base for services you plan to offer. One thing I learned that might help you - create a simple spreadsheet tracking each book purchase with columns for: date, title, cost, and which specific service it relates to. This documentation was super helpful when my accountant was preparing my taxes. Also, if any of the books cover multiple topics, note which chapters/sections are most relevant to your business services. The $500 you're planning to spend sounds very reasonable for professional development, especially since you're being strategic about it before launching those service offerings. Just make sure to keep all receipts and maybe write a brief business justification for each purchase - even a sentence or two explaining how it helps you provide better services to clients.

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Zara Malik

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This spreadsheet idea is brilliant! I wish I had thought of this when I was starting out. Do you recommend any particular format or template for tracking these expenses? I'm worried I might miss some important details that could be useful later if I ever get audited. Also, did you find that having this documentation made filing taxes smoother, or was it mainly just for peace of mind?

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Great question! I've been through this exact transition myself. You're absolutely right that short-term capital gains are taxed as ordinary income at the same rates as your W2 wages. So from a federal income tax perspective, $72k in W2 income vs $72k in short-term trading gains will have the same tax liability. However, there are some important differences to consider: 1. **No FICA taxes on capital gains** - As others mentioned, you'll save about 7.65% on Social Security and Medicare taxes, which is roughly $5,355 on $70k income. 2. **Quarterly estimated payments** - This is crucial! You need to make payments by Jan 15, Apr 15, Jun 15, and Sep 15 to avoid underpayment penalties. Calculate 25% of your expected annual tax liability for each quarter. 3. **Record keeping** - Keep detailed records of all trades, including dates, amounts, and basis. Your broker will send you a 1099-B, but having your own records helps catch any errors. 4. **State taxes** - Check your state's rules as they can vary significantly from federal treatment. For planning purposes, I'd recommend setting aside about 25-30% of your trading profits for taxes (depending on your tax bracket), since you won't have automatic withholding like with W2 income.

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Zainab Yusuf

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This is such a helpful breakdown! I'm in a similar boat switching from W2 to trading income. Quick question about the quarterly payments - if I'm just starting trading this year and don't have last year's trading income to base estimates on, how do I calculate what to pay? Should I base it on my projected income or use my previous year's W2 total tax liability as a safe harbor? Also, when you mention setting aside 25-30%, is that on gross trading profits or net profits after losses? I've had some winning and losing trades, so want to make sure I'm calculating correctly.

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Sean Kelly

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Great questions! For quarterly payments in your first year of trading, you have a couple of safe harbor options: 1. **Prior year safe harbor** - Pay 100% of last year's total tax liability (110% if your prior year AGI was over $150k). This protects you from penalties even if you owe more this year. So if your 2023 W2 job resulted in $12k total tax, paying $3k per quarter would keep you penalty-free. 2. **Current year estimate** - Pay 90% of this year's expected tax liability. This requires more guesswork but can save money if your income drops. I'd recommend the prior year safe harbor method for your first year since it's simpler and gives you penalty protection while you learn to estimate trading income. For the 25-30% setting aside, that should be on your **net profits** after losses. So if you made $10k on winners but lost $3k on losers, you'd calculate taxes on the $7k net gain. Keep track of your running total throughout the year - most brokers provide real-time P&L tracking that makes this easier. One more tip: open a separate savings account just for tax payments and transfer money there immediately after profitable trades. It helps avoid the temptation to reinvest money you'll owe to the IRS!

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Ellie Kim

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Just wanted to add a practical tip that saved me a lot of headaches - consider opening a separate checking account specifically for your trading taxes. I transfer 25% of every profitable trade immediately into this account, treating it as "tax money that's already gone." This helps in two ways: first, you're not tempted to reinvest money you'll owe the IRS, and second, when quarterly payment deadlines come around, the money is already there and accounted for. I learned this the hard way after a great trading month where I reinvested all my profits, then scrambled to find cash for estimated taxes. Also, since you mentioned keeping documentation - screenshot or download your daily P&L statements from your broker throughout the year. Sometimes year-end 1099-B forms have errors, and having your own running records makes it much easier to catch and correct discrepancies with the IRS if needed. The tax treatment might be the same as W2 income, but the cash flow management is completely different when you're responsible for your own withholding!

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Evelyn Xu

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This is brilliant advice about the separate tax account! I wish I had thought of this earlier in my trading journey. I made the same mistake of reinvesting everything and then panicking when estimated payments were due. One thing I'd add - consider setting up automatic transfers if your bank allows it. Some banks let you set up rules where a percentage of deposits automatically goes to a designated savings account. That way you don't even have to remember to manually transfer the tax money after each profitable trade. Also, for anyone tracking their own P&L records, I've found it helpful to use a simple spreadsheet with columns for date, ticker, buy price, sell price, quantity, and net profit/loss. Takes 30 seconds per trade but gives you a clean backup if your broker's records have issues. Plus it makes calculating your running totals much easier for quarterly payment planning.

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Help with handling a 1099-R code PJ for excess Roth IRA contribution

So I messed up last year and need some guidance on this 1099-R situation. Here's what happened: Back in November 2024, I put too much money into my Roth IRA (didn't realize I exceeded the limit until later). Then in January 2025, I caught the mistake and had the excess contribution taken out. I was pretty quick about fixing it - got the excess removed before the tax filing deadline. Because of this, I don't think I received a Form 5329, which I believe is correct since I handled the removal in time. I did get a Form 5498 but don't think that affected anything tax-wise. The tricky part is that the money actually made a small profit while it was in there, so the amount returned was more than what I originally put in. I already filed my 2024 taxes back in February (using TaxSlayer), and at that time there wasn't any 1099-R to include. I took the standard deduction and didn't deduct the IRA contribution. I did tell TaxSlayer that I made the contribution and then removed it in time. Just yesterday, I received a 2025-dated 1099-R with code PJ (P for prior year, J for excess contribution) related to this whole excess contribution situation. TaxSlayer wants $25 for an amended return, which seems fair, but I want to make sure I'm handling this correctly: 1. Should I NOT include this 2025 1099-R code PJ with my 2025 taxes next year? 2. Do I need to amend my 2024 return to include this 2025-dated 1099-R form? 3. When I started looking at amending, it looks like I might owe additional tax for 2024, but I haven't seen anything about penalties. Am I understanding this correctly? Anything I'm missing? Thanks for any help!

Omar Fawzi

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I had almost the same situation but with a traditional IRA rather than a Roth. Does anyone know if the process is different? I'm guessing with a traditional IRA both the contribution and earnings would be taxable when returned since it was pre-tax money, unlike a Roth which is after-tax?

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Chloe Wilson

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For a traditional IRA excess contribution removal, it's a bit different than a Roth. If you took a deduction for the contribution originally, then when it's returned, the original contribution amount is not taxable again (since you're just "undoing" the deduction). However, the earnings portion is taxable in the year the contribution was made, just like with a Roth. If you didn't take a deduction for the traditional IRA contribution (like if you made a non-deductible contribution), then neither the returned contribution nor the earnings would be deductible originally, but the earnings would still be taxable when returned. For both traditional and Roth, you need to amend the year the contribution was made, not the year on the 1099-R with code P.

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Skylar Neal

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I appreciate everyone sharing their experiences and advice here. This is exactly the kind of situation where having multiple perspectives really helps clarify things. Based on what I'm reading, it sounds like the consensus is pretty clear: I need to amend my 2024 return to include the earnings portion from the 1099-R, even though the form is dated 2025. The "P" code specifically indicates this relates to the prior year contribution. One follow-up question - when I amend my 2024 return in TaxSlayer, should I expect to see an option specifically for reporting 1099-R income with code PJ? Or will I just need to enter it as "Other Income" like Natasha mentioned? I want to make sure I'm categorizing it correctly so the IRS systems match everything up properly. Also, for anyone else dealing with this situation - it's reassuring to know that as long as we corrected the excess contribution before the filing deadline (including extensions), we avoid the 6% penalty. That was my biggest concern when I first realized the mistake.

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Joshua Wood

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Good question about TaxSlayer! When you're amending your 2024 return, you'll most likely need to enter the earnings as "Other Income" since most tax software doesn't have a specific category for 1099-R code PJ situations. The important thing is that the taxable amount (from Box 2a of your 1099-R) gets reported as income for 2024, regardless of the exact category used. You might want to add a note or description like "IRA excess contribution earnings - 1099-R code PJ" so it's clear what this income represents if the IRS ever has questions. The key is making sure the dollar amount matches what's in Box 2a of your 1099-R. And yes, you're absolutely right about avoiding the 6% penalty by correcting before the deadline. That's probably the most important benefit of handling this promptly like you did. The tax on the earnings is unavoidable, but at least you saved yourself from ongoing penalties!

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I'm currently going through the exact same situation! Got my 424 code 6 days ago after filing on February 19th, and like everyone else here, I've been obsessively checking my transcript hoping for updates. It's actually so comforting to read all these experiences - I was starting to think I was the only one dealing with this! I also claimed the Child Tax Credit and some education credits, which based on what everyone's sharing seems to be a common pattern for triggering these verification checks. The uncertainty is definitely the worst part, but reading that most people still get their full refunds within 2-4 weeks (even if delayed) is really reassuring. Has anyone noticed if the 424 code tends to disappear over the weekend or does it typically update on weekdays? I'm trying to figure out the best times to check for changes without driving myself completely crazy!

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I'm in the same exact boat! Filed February 21st and got the 424 code 5 days ago. This thread has been such a relief - I was honestly panicking thinking I'd made some terrible mistake on my return. Like you, I claimed CTC and education credits, so it seems like that combination really does trigger these verification checks more often. From what I've observed checking my transcript (probably way too frequently!), the updates seem to happen mostly on weekdays, usually overnight between Tuesday-Thursday. I haven't seen any weekend updates on mine yet. The waiting is absolutely killing me, but everyone's positive experiences here are keeping me sane. At least we know we're not alone in this! Fingers crossed we all see some movement soon šŸ¤ž

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I'm currently dealing with this exact situation too! Filed on February 15th and my 424 code appeared 9 days ago - the timing couldn't be worse since I had planned expenses around getting my refund by now. Reading through everyone's experiences here has honestly been such a huge relief because I was convinced I'd somehow messed up my return completely! I claimed both the Child Tax Credit for my two kids and education credits from my community college courses, which based on what everyone's sharing seems to be a pretty common trigger combination. The hardest part is definitely the complete lack of communication from the IRS - you're just left wondering if it's going to be days, weeks, or months. But seeing that most people here got their full refunds within 2-4 weeks (even with delays) is really keeping me hopeful. Has anyone found any patterns in terms of what day of the week transcript updates typically happen? I've been checking daily but trying to figure out if there are better times to look for changes!

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Chloe Taylor

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I'm going through the exact same thing right now! Filed on February 22nd and got my 424 code 7 days ago - I've been checking my transcript probably 3 times a day hoping for some movement! Like you and so many others here, I claimed both CTC for my daughter and education credits from my nursing program, so it really does seem like that combination is a major trigger for these verification checks. This whole thread has been incredibly reassuring because I was starting to spiral thinking I'd made some huge error. From what I've been tracking (yes, I started keeping notes because I'm that anxious!), transcript updates seem to happen most often Tuesday through Thursday, usually overnight. I haven't seen any Friday or weekend changes on mine yet. The waiting is absolutely brutal when you're counting on that money, but everyone's positive outcomes here are giving me so much hope! We're definitely all in this together - fingers crossed we all see some progress soon! šŸ¤ž

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Grace Johnson

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H&R Block user here - mine went through fine with 1099-NEC. Def call again and get a second opinion

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Hannah White

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This is frustrating but unfortunately pretty common. The IRS systems don't always sync properly with third-party software like H&R Block. A few things to try: 1) Get your tax transcript online to see exactly what the IRS has on file, 2) Contact H&R Block to confirm they successfully transmitted your return, and 3) If you do need to fax the 1099-NEC, send it to the processing center that handles your region (you can find this on IRS.gov). Keep records of everything you send. The processing delays this year have been brutal so you're definitely not alone in this mess.

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