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Turbotax Form 8949 nightmare - having issues with capital gains reporting after moving states

I'm seriously losing my mind after spending the whole weekend on this. I'm trying to finish my state return for the state I recently moved to, and I'm getting this frustrating message: **Cap Gains Way PY: Line 1, Column b - the gain from federal form 8949 should be entered since there is a gain from your federal return of $2,650. NOTE: only enter in Column b the portion of $2,650 that applies to (the state I moved to). If none, enter a zero in column b.** When I look at the actual Form 8949, I see: >Form(s) 8949 Sales and Other Dispositions of Capital Assets; and Form(s) 1099-B, Proceed from Broker and Barter Exchange Transactions, for long-term transactions directly reported on Federal Schedule D >Column (a) Total net long-term capital gains or (losses) from all assets shows $2,650. >Column (b) For amounts to enter, see the inst. for column (b) I have absolutely no idea what to put in column B. What's driving me crazy is that my 2024 capital gains actually resulted in a net LOSS when everything was tallied, but somehow Turbotax put that $2,650 value in column A. Maybe they're only looking at part of my capital gains? The instructions say: >"Column (b) is the amount of long-term capital gains or (losses) included in column (a) from the following. >Only those qualified net long-term capital gains sourced to (resident state) during the period that you were nonresident. >All qualified net long-term capital gains during the period that you were a resident." But here's the thing - I didn't have ANY long-term gains as a resident or non-resident. Everything I traded was short term. I already entered all my capital gains and losses in the Federal section and it seemed fine there - it recognized my net loss. I'm completely stuck!

Micah Trail

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The Turbotax error message is super misleading. Had the same issue last year and almost overpaid my state taxes. The $2,650 is definitely the gross proceeds (total sales amount) NOT your actual gain.

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Nia Watson

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This happened to me too! I got so confused by these messages. For me, I ended up calling my state's department of revenue directly and they confirmed zero was correct since I had no long-term gains. TurboTax really needs to fix this confusing language.

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I had this exact same issue when I moved from California to Texas mid-year! The key thing to understand is that TurboTax is showing you gross proceeds (total amount received from sales) in column A, not your actual capital gains or losses. Since you mentioned all your transactions were short-term and resulted in a net loss, you should definitely enter zero in column B. The form is specifically asking about long-term capital gains that are attributable to your new state, and you don't have any. Don't worry about entering zero - the instructions literally say "If none, enter a zero in column b" for this exact situation. The state understands that not all proceeds shown in column A will be taxable by them, especially when you've moved mid-year and have no long-term gains. I made the mistake of overthinking this and almost entered the wrong amount. Once I realized that proceeds β‰  gains, everything made sense. Your federal return already properly accounts for your actual net loss, so you're all good there.

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This is such a relief to read! I've been stressing about this for days. The distinction between proceeds and actual gains makes so much sense now. I was getting confused because TurboTax kept showing that $2,650 number and I couldn't figure out how it related to my actual net loss. Thank you for confirming that zero is the right answer - I was worried I'd mess something up by not entering the full amount. It's frustrating that TurboTax doesn't explain this difference more clearly in their interface. Your California to Texas example really helps since that's a similar interstate move situation.

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Luca Greco

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@Aiden RodrΓ­guez really nailed it here. I went through this exact same confusion last year when I moved from New York to Florida. The TurboTax interface is honestly terrible at explaining the difference between gross proceeds and actual taxable gains. What helped me understand it was thinking of it this way: if you sold $2,650 worth of stock but you originally paid $3,000 for it, your gross proceeds are $2,650 but your actual loss is $350. Column A shows the $2,650 what (you received ,)but since you had no long-term gains attributable to your new state, column B gets zero. The state tax forms are only interested in long-term gains that occurred while you were their resident or that are sourced to their state. Since all your trades were short-term losses, there s'nothing for them to tax. Zero is absolutely the correct answer here.

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Millie Long

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Oh my gosh, I'm dealing with this RIGHT NOW and it's SO frustrating!!! 😀 My DDD was yesterday (2/25) and nothing in my account! Called Tax Act and they basically said "wait 1-5 business days after your DDD" which feels like FOREVER when you're counting on that money! I wish I had just paid the stupid fees upfront instead of trying to save a few bucks. Now I'm checking my account every hour like a crazy person. Never doing this again!

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I went through this exact situation two years ago and learned some helpful tricks! While you're waiting for your refund to come through the Tax Act processing, here are a few things that might help: 1. Set up account alerts with your bank so you get notified the moment any deposit hits (saves you from constantly checking) 2. Tax Act usually sends an email when they release funds to your account - watch for that confirmation 3. The processing typically happens during business hours, so don't expect weekend movement For future reference, some tax prep companies offer a "pay with refund" option that's faster than the traditional refund transfer. TurboTax and FreeTaxUSA both have versions that cut the delay down to about 1 day instead of 2-3. The good news is that once it's in the system, the money will definitely come through. It's just the waiting that's brutal when you need those funds! Hang in there - you should see movement by early next week given your 2/26 DDD.

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Arjun Kurti

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This is really helpful advice! I had no idea about the email notification from Tax Act - that would definitely save me from obsessively checking my bank account. The tip about setting up bank alerts is genius too. Do you know if there's a way to track the refund once it leaves the IRS but before it hits your personal account? Like some kind of intermediate tracking system?

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Ethan Taylor

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Has anyone here done the Master of Science in Taxation program online? I'm looking at the ones from Northeastern and Golden Gate University but can't decide if the cost is worth it compared to just getting an EA designation.

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Yuki Ito

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I did the MST at Northeastern online while working. It's expensive ($50K+ total) but extremely comprehensive. If you want to work in corporate tax planning or at a large firm, it opens doors that an EA alone might not. The networking was also valuable - many of my classmates are now at Big 4 firms or in corporate tax departments.

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Emma Thompson

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Coming from a business management background myself, I'd recommend starting with the EA route first. It's the most direct path to tax specialization and you can begin working in the field while you decide if you want to pursue additional credentials later. The EA exam covers individual, business, and representation topics - all essential for tax strategy work. Study materials from Gleim or Becker are solid, and most people pass within 3-6 months of focused study. The credential lets you represent clients before the IRS immediately, which is huge for building credibility. Once you're working and have real experience, you can always add a CPA or pursue an MST if you want to move into more complex corporate work. But EA gets you started fastest and the knowledge directly applies to tax strategy. Plus, you'll have a better sense of which direction you want to specialize after working with actual clients. I'd also suggest volunteering for VITA (Volunteer Income Tax Assistance) programs to get hands-on experience while you're studying. It's a great way to practice what you're learning and build your resume.

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Jacinda Yu

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This is excellent advice! I'm in a similar situation - have a business degree but want to pivot into tax work. The VITA volunteer program suggestion is really smart. I looked it up and they have locations all over, plus the IRS provides free training. Seems like a perfect way to get hands-on experience while studying for the EA exam. How competitive are these volunteer positions? And do you think the experience there would actually be valuable for learning strategy, or is it mostly basic return preparation?

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Ravi Patel

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Another perspective - consider whether it might actually work out better without the 83b in some scenarios. If your company's valuation tanks or grows very slowly, you might actually be better off without having made the election since you'd only be taxed on the actual value at vesting (which could be lower than projected). I've seen people rush to file 83b elections, prepay taxes on high valuations, then watch their companies fail and end up with worthless stock they already paid taxes on. Without the 83b, you're only taxed as value is realized through vesting. Not saying this helps with your current situation, but maybe a silver lining perspective if the company doesn't skyrocket as expected.

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This is actually a really good point that doesn't get mentioned enough. I filed an 83b on a previous startup and then had to claim a capital loss when the company went under. Would have been better off without the election in that case.

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Ravi Patel

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Exactly. The 83b is often presented as universally beneficial, but it's really a bet on significant appreciation. If that doesn't materialize, you've potentially prepaid taxes on phantom income. Without the 83b, your tax liability aligns more closely with actual value received. I've worked with several startups, and while some skyrocketed, others plateaued or declined. In those latter cases, employees who missed their 83b filing deadlines accidentally ended up in better tax positions than those who filed. Sometimes tax planning is as much about considering downside scenarios as upside potential.

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Aliyah Debovski

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I hate to be the bearer of bad news, but the 30-day deadline for 83b elections is unfortunately set in stone. The IRS has been extremely consistent on this - there's no "reasonable cause" exception, no extensions, and no retroactive filings allowed. I've seen people try everything from medical emergencies to natural disasters as justification, and the IRS doesn't budge. Your situation is definitely frustrating, but you're not alone - this happens to a lot of startup employees who get caught up in the excitement of a new role. The good news is that while you can't undo the missed deadline, you can still manage the tax impact going forward. Start by getting a clear picture of your vesting schedule and the company's current valuation. You'll need to recognize ordinary income tax on the spread between your exercise price and fair market value at each vesting date. This means setting aside cash for taxes as shares vest - don't wait until year-end to deal with this. Consider making estimated quarterly tax payments to avoid underpayment penalties, especially if the tax hit will be significant. Also, keep detailed records of everything related to your equity grant - grant date, exercise price, vesting dates, and company valuations. You'll need this documentation for proper tax reporting. While missing the 83b election stings now, remember that it's only beneficial if the company value increases substantially. If growth slows or the company struggles, you might actually end up better off without having prepaid taxes on potentially overvalued equity.

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Chloe Robinson

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This is really helpful advice, especially the part about estimated quarterly payments. I'm curious though - when you mention keeping detailed records of company valuations at each vesting date, how exactly do you determine fair market value for a private startup? Is it based on the most recent funding round, or do you need formal appraisals? My company hasn't raised funding recently so I'm not sure how to document the FMV for tax purposes.

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Mia Rodriguez

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Great question about determining FMV for private companies - this is one of the trickiest parts of equity taxation. For startups, you typically need to rely on your company's 409A valuation, which should be updated at least annually or after significant events like funding rounds. Your HR or finance team should be able to provide you with the 409A valuation that was in effect at each vesting date. If there's no recent 409A valuation, companies sometimes use the most recent funding round price per share, but this can be problematic since preferred shares often have different rights than common stock. Some companies will get updated appraisals specifically for employee tax reporting purposes. The key is to use whatever valuation methodology your company is consistently applying for all employees - you don't want to be the one person using a different approach. Document everything and keep copies of the 409A reports or whatever valuation documents the company provides. If the IRS ever questions your reporting, having the company's official valuation documentation will be your best defense. Also worth noting - if your company hasn't updated their 409A in a while and you suspect the value has increased significantly, you might want to encourage them to get an updated appraisal. It protects both you and the company from potential tax issues down the road.

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Zoe Stavros

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dependents usually mean extra verification time. dont panic if it takes a few more weeks

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Ravi Patel

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Same exact situation here! Cycle 05, 2 dependents, transcript went blank Friday. Been refreshing like crazy but trying to stay patient. The waiting is so stressful especially when you're counting on that refund. Fingers crossed we all see some movement this Friday 🀞

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