Does anyone know if TurboTax automatically applies your loss carryover from the previous year if you used TurboTax for both years? I swear it used to do this automatically but now I cant find where its pulling that data from.

I went through this exact same struggle last year! The Capital Loss Carryover Worksheet can be really confusing at first. Here's what helped me get through it: First, you definitely need your 2023 tax return - specifically Schedule D and Form 8949 if you filed one. Look for line 21 on your 2023 Schedule D, which shows your net capital loss for that year. For your situation with $4,300 in losses, you're right that there's a $3,000 annual limit for deducting capital losses against ordinary income. So if your net loss last year was more than $3,000 after accounting for any gains, the excess carries forward. The worksheet asks for your prior year AGI to determine if you need to use the Capital Loss Carryover Worksheet or if you can use a simpler method. Most people with straightforward situations can just enter the carryover amount directly on Schedule D. One thing that tripped me up initially - make sure you're looking at your NET capital loss from last year, not just the gross losses. TurboTax should have calculated this for you on last year's Schedule D. If you can't find your 2023 return, you can get a transcript from the IRS website or call them. Don't stress too much - once you have the right numbers, it's actually pretty straightforward!

This is exactly the kind of situation where keeping detailed records pays off! I've been a professional gambler for 5 years and dealt with similar multi-state issues. One thing I'd add to the excellent advice already given - make sure you're tracking which specific tournaments or sessions generated each W2G. Some states (like Pennsylvania) want to see the actual location and date of the gambling activity, not just the total amount. This becomes crucial if you're audited. Also, regarding your $78,000 total income vs $65,000 in W2Gs - that $13,000 difference needs to be carefully documented. Keep all your session logs organized by state and date. I use a simple spreadsheet that tracks: Date, Location, Buy-in, Cash-out, Net Result, and any expenses for that session. This makes the state allocation much easier. For Illinois specifically, since that's your home state, you'll report ALL your gambling income there (not just Illinois income), then claim credits for taxes paid to other states. The other states only get the income earned within their borders. One last tip: consider consulting with a tax pro who specializes in gambling taxes if your income continues to grow. The multi-state issues get complex quickly, and the penalties for getting it wrong can be substantial.

As someone who's been through the multi-state professional gambling tax maze, I want to emphasize one crucial point that hasn't been mentioned yet: make sure you understand each state's definition of "professional gambler" status. While you claim professional status on your federal Schedule C, not all states automatically recognize this. Some states treat ALL gambling winnings as "other income" regardless of your professional status, which can affect how you deduct expenses and losses. For example, I discovered that one state I filed in didn't allow me to deduct my full business expenses against gambling winnings the way federal law does. They had a cap on gambling loss deductions even for professional gamblers. This completely changed my tax liability calculation for that state. I'd strongly recommend researching each state's specific rules before filing. Some states have published guidance on professional gambling, while others require you to dig through their tax code or call their departments directly. The differences can be significant - I've seen cases where the same income and expenses result in vastly different tax liabilities depending on how the state treats professional gambling status. Also, keep in mind that your professional gambler status might need to be "proven" to each state independently if you're ever audited. Having consistent documentation across all states showing the business nature of your activities is essential.

This thread has been incredibly educational! As someone who's been on an O-1 visa for about 16 months, I was planning to file a 1040NR because I assumed my "non-immigrant" status meant non-resident for tax purposes. Reading through all these experiences has been a real eye-opener. I had no idea that immigration status and tax residency were separate determinations. With 16 months of continuous presence in the US, I clearly meet the substantial presence test and should be filing a regular 1040, not a 1040NR. What's particularly helpful is seeing how many people have successfully corrected this mistake through amended returns and actually received substantial refunds. I'm definitely going to work through Publication 519 to confirm my substantial presence calculation, then file my current year return as a resident alien. The professional insight about potential $3,000-5,000 refunds per year when correcting these mistakes is really encouraging. I suspect I may have missed out on significant tax benefits by not claiming the standard deduction and various credits available to resident aliens. Thanks to everyone for sharing their experiences - this community has potentially saved me from years of incorrect filings!

This has been such an incredibly helpful thread! I've been reading through everyone's experiences and I'm amazed at how common this confusion is between immigration status and tax residency status. I'm currently on an H-1B visa and have been in the US for about 20 months now. Like so many others here, I was completely convinced that being on a "non-immigrant" visa meant I should be filing 1040NR forms. I've already filed two years of returns using 1040NR, missing out on the standard deduction and likely other benefits. The professional insight from Alexis about potential refunds of $3,000-5,000 per year is both encouraging and a bit painful - thinking about how much I may have overpaid! But I'm grateful this thread exists because it's giving me the confidence to file amended returns and correct my mistake. I'm going to download Publication 519 this weekend and work through the substantial presence test calculation, though with 20 months of continuous presence I'm certain I qualify as a resident alien. Then I'll file 1040X forms for my previous returns and make sure to file a regular 1040 for this year. One quick question for those who have been through this process - when you filed your amended returns, did you amend them in chronological order (oldest first) or does it matter? Also, should I wait for the amended returns to be processed before filing my current year return, or can I file everything together? Thank you to everyone who shared their experiences - this community is truly invaluable for navigating these complex tax situations!

Hey Kayla! I totally understand your panic - I went through the exact same thing when I got my first 1099-K from Vinted last year for around $680 in sales. The whole thing seemed so complicated at first! Here's the thing that helped me the most: you're NOT taxed on the full $643.50 shown on your 1099-K. That's just the gross amount you received. Your actual taxable income is only the profit you made, if any. Since you mentioned these were personal clothes you sold for less than you originally paid, you'll likely end up owing little to no taxes once you account for everything properly. Here's my simple approach: 1. Make a list of what you sold and estimate what you originally paid for each item (reasonable estimates are fine - I used current prices at stores where I shop and adjusted down for when I bought them) 2. Add up ALL your expenses: Depop's 10% fee, PayPal processing fees, shipping costs, packaging materials like mailers and tape 3. Subtract both your original costs and expenses from the $643.50 - that's your actual taxable profit You'll report this on Schedule C, but don't let that intimidate you! Most tax software walks you through it step by step. The fact that you're barely over the $600 threshold actually helps show this was just casual personal selling, not a business. I ended up owing almost nothing after accounting for my original costs and all those little fees that really add up. You've got this - it's way more manageable than it seems at first!

Hey Kayla! I was in your exact shoes last year when I got my first 1099-K from eBay for selling old video games and electronics. That feeling of panic when you see the form and have no idea what to do with it is so real! The most important thing to remember is that the $643.50 on your 1099-K is NOT what you owe in taxes - it's just the gross payments you received. You only pay taxes on actual profit, which is what's left after you subtract what you originally paid for those clothes and all your selling expenses. Since you mentioned selling personal clothes for less than you originally paid, you'll likely have very little taxable income once you account for everything properly. Here's what worked for me: 1. Go through your Depop sales history and list each item you sold 2. Estimate what you originally paid for each piece (reasonable estimates are totally fine - I looked at current prices at stores where I typically shop and adjusted down for when I bought them) 3. Calculate all your expenses: Depop's 10% fee, PayPal processing fees, shipping costs, packaging supplies like mailers and tape 4. Report everything on Schedule C - your tax software will walk you through it The fact that you're only $43 over the threshold actually works in your favor because it clearly shows this was casual personal selling, not a business operation. Most people in your situation end up owing very little after proper accounting. Don't stress too much about perfect documentation - reasonable estimates based on your shopping habits are acceptable for personal items. The IRS understands people don't keep receipts for clothes forever. You've got this!

Quick tip from an expensive lesson I learned: The 250 hours of rental services MUST be documented contemporaneously for the safe harbor to apply. I got audited because I reconstructed my logs after the fact and the IRS disallowed my QBI deduction. Now I use a simple time-tracking app on my phone and take pictures of myself at the properties with timestamps. Overkill maybe, but after going through an audit I'm not taking chances.

Great discussion here! I've been tracking my rental property hours for the QBI safe harbor and wanted to share a few additional insights that might help. One thing I learned the hard way is that you need to be really specific in your time logs. Don't just write "property maintenance" - write "Replaced kitchen faucet at 123 Main St, including trip to hardware store." The IRS wants to see that these are legitimate business activities. Also, for those asking about what counts - here's what my CPA confirmed counts toward the 250 hours: - Time spent researching and purchasing materials/supplies (yes, including appliances) - Administrative time like updating rent rolls, preparing 1099s for contractors - Time spent on tenant communications (emails, calls, showings) - Property inspections and maintenance - Travel time to/from properties (but not commuting from your primary residence to your first property of the day) One gray area is time spent on property improvements vs. repairs. Generally, time spent on repairs counts toward your 250 hours, but time spent on major improvements (like a full kitchen renovation) might not count the same way since those are capital expenditures. The safe harbor really can be worth it - I saved about $3,200 in taxes last year by qualifying. Just make sure your documentation is bulletproof!