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Has anyone else noticed that TurboTax seems to handle RSUs differently this year? Last year I had no problems but this year it keeps throwing errors even though my situation is exactly the same. Is there a specific version of TurboTax that handles RSUs better? Currently using Premier.
TurboTax Premier should handle RSUs fine, but I've found the desktop version works better for complex stock situations than the online version. If you're using online, you might want to try the desktop version instead.
I've been dealing with RSU issues in TurboTax for years and there's actually a specific workflow that usually fixes the "unaccounted shares" error. The key is making sure you enter everything in the right order: First, enter your W-2 completely (this includes the RSU income in Box 1). Then when you get to the investment section, enter your 1099-B transactions but make sure to check the box that says "This sale was already reported as income on a W-2 or 1099-MISC" for the shares that were sold to cover taxes. The critical part is in the cost basis adjustment - you need to enter the fair market value on the vesting date as your cost basis for ALL the shares (including the ones sold for taxes), not just the ones you kept. TurboTax gets confused when people only adjust the cost basis for the shares they kept. Also double-check that your total vested shares (1300 in your case) equals sold shares (672) plus delivered shares (628). Sometimes there are small fractional shares that get missed in the count.
Here's a specific example. My daughter. Age 17. Two jobs last year. Made $4,800 total. Under filing threshold. We included both W-2s. IRS has automated matching system. They know about both jobs. They will send notice if one is missing. Could trigger audit. Not worth the risk. Better to file correctly. Teach good habits now. She can use the refund for college savings. Tax compliance is important life skill.
As someone who's been through this exact scenario, I can confirm what others are saying - you absolutely must report ALL income if you choose to file. The IRS has sophisticated matching systems that will catch missing W-2s within months. I learned this the hard way when I helped my niece with her taxes two years ago. What might help is understanding WHY her state refund drops with the second W-2. Often it's because: - The combined income pushes her into a higher state tax bracket - She loses eligibility for certain state credits or deductions - The additional withholding from the second job wasn't proportional to the tax owed Instead of omitting income, consider if she's eligible for any legitimate deductions or credits she might be missing. Sometimes there are education-related credits or deductions that can help offset the tax impact. The $60 difference, while frustrating, is much better than dealing with IRS notices, penalties, and the stress that comes with them later.
I had the same situation last year with W2s from Texas and California. One thing nobody mentioned yet - check if you need to file as a part-year resident in either state if you actually moved during the tax year. If you just worked in both places but maintained your primary residence in one state, then you're typically a full-year resident of your home state and a non-resident of the other. Don't forget to check if there's a reciprocal agreement between NC and NY (though I don't think there is). Some neighboring states have agreements where you only pay tax to your resident state.
Thanks for bringing this up! I didn't actually move - I was just commuting to NY for a big project for several months while maintaining my home in NC. Does that change anything about how I should approach this?
That definitely simplifies things! Since you maintained your primary residence in NC, you'd file as a full-year NC resident and as a non-resident of NY. Your NC return will include ALL your income (both NC and NY earnings), but you'll get a credit for taxes paid to NY. This prevents double taxation. Your NY non-resident return will only include the income you earned while working in NY. Just make sure you keep good records of exactly which days you worked in NY versus NC - some states are getting more particular about this, especially with remote work becoming more common.
Just a heads up that NY has some of the most aggressive non-resident income tax policies in the country! If you physically worked in NY, they will definitely want their cut. Make sure you're tracking exactly which days you worked in which state. NY has the notorious "convenience of employer" rule where they might try to tax income you earned while physically in NC if it was for a NY-based company and you were working remotely "for convenience" rather than necessity.
This! NY's convenience rule screwed me last year. I lived in CT but worked remotely most days for a NY company. NY still taxed all my income even days I never set foot in the state. Definitely check this rule.
@d2bef0c1d010 This is really important for your situation! Since you mentioned you were "commuting to NY for a big project for several months," you should be okay because you were physically present in NY for work. The convenience rule mainly affects people who work remotely from home for NY companies. But definitely keep detailed records of your work locations and dates. NY can be pretty strict about this stuff, and having documentation will save you headaches if they ever question your filing. Also, since you were commuting from NC to NY, make sure you're not accidentally claiming any work-from-home days as NY income if you actually worked those days from your NC home office.
This is such a helpful thread! I'm in a similar situation with some underperforming stocks I need to sell before year-end. One thing I haven't seen mentioned yet is that you also need to be careful about the order of your trades if you're doing both tax loss harvesting AND taking profits in the same year. My financial advisor told me it's generally better to realize your losses first, then your gains, to make sure you can offset as much as possible. Also, don't forget that you can carry forward unused capital losses to future years if your losses exceed your gains plus the $3,000 you can deduct against ordinary income. The December 31 trade date rule definitely applies, but make sure your brokerage platform is actually working properly on New Year's Eve if you're cutting it that close - some have had technical issues during holiday periods!
This has been such a valuable discussion! As someone who's been putting off tax loss harvesting because I was confused about the timing, you've all given me the confidence to finally execute my strategy. Just to summarize what I've learned for anyone else who might be reading this: - December 31st is the absolute deadline (trade date, not settlement date) - After-hours trades on 12/31 still count for the current tax year - Watch out for wash sale rules (30 days before/after) - Keep good documentation, especially for last-minute trades - Consider the order of trades (losses first, then gains) - Be mindful of mutual fund distribution dates I'm planning to sell my underperforming positions this week to avoid any last-minute stress, but it's reassuring to know I have until December 31st if needed. The tools mentioned (taxr.ai for analysis and Claimyr for IRS questions) also sound like they could be really helpful resources. Thanks everyone for sharing your experiences and expertise - this community is amazing!
Great questions! For the holding period, there's no minimum time requirement to claim a loss - you can sell at a loss the day after you buy if you want. However, the timing does affect whether it's classified as a short-term or long-term loss, just like gains. Short-term losses (held less than a year) first offset short-term gains, and long-term losses first offset long-term gains. This can impact your overall tax strategy since long-term gains are taxed at lower rates than short-term gains. Regarding the wash sale rule and spousal accounts - this is a tricky area! The IRS considers transactions in your spouse's accounts when you file jointly, so if you sell at a loss and your spouse buys the same security within the 30-day window (even in an IRA), it could potentially trigger the wash sale rule. However, there's some debate about whether purchases in retirement accounts like IRAs actually trigger wash sales since they're not taxable accounts. I'd definitely recommend checking with a tax professional on this specific scenario to be safe. Better to err on the side of caution and coordinate your trades if you're both active investors!
Great questions! For capital losses, there's no minimum holding period requirement - you can harvest losses on stocks you've held for any amount of time. However, the short-term vs long-term distinction does matter for how losses are applied. Short-term losses (held less than a year) first offset short-term gains, and long-term losses (held over a year) first offset long-term gains. Any remaining losses can then offset the other type, and finally up to $3,000 can be deducted against ordinary income. Regarding the wash sale rule and spousal IRAs - yes, this can be a problem! The IRS considers purchases by your spouse (and even in their IRA) as potentially triggering wash sale rules since you file jointly. It's one of the more obscure aspects of the rule that catches people off guard. To be safe, coordinate with your spouse to avoid any purchases of the same securities within the 30-day window around your loss harvesting trades. This is definitely one of those areas where the rules can get complex, so if you're dealing with significant amounts, it might be worth a quick consultation with a tax professional to make sure you're handling everything correctly!
Collins Angel
I think everyone is overlooking something important here. If you're using the van for personal trips just to "advertise" your business, that's not a smart financial move regardless of tax implications. The extra wear, tear and gas from unnecessary driving will cost you more than any potential business you might get from someone randomly seeing your van. Instead, consider parking your van in high-visibility areas during non-work hours. That way it's still "advertising" without adding miles or expenses. Or use that money to invest in proper advertising channels that actually target potential customers instead of random people on the road.
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Hattie Carson
โขThat's actually a really good point I hadn't considered. I've been so focused on the tax angle that I didn't think about the actual cost/benefit. The van gets way worse gas mileage than my personal car, so driving it more would definitely add up expense-wise. I like the idea of strategic parking instead - there's a busy shopping center near my house where I could potentially leave it during weekends. Would that potentially have any tax implications I should know about?
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Collins Angel
โขStrategic parking shouldn't have any special tax implications. It's still a business asset being used for business purposes (advertising). Just be careful about parking agreements - if you're paying for a spot specifically to display your vehicle, that would be a separate advertising expense you could deduct. One other thing to consider is insurance. Make sure your policy covers your van when it's parked in public places for advertising purposes. Some commercial policies might have restrictions or requirements for this kind of use. It would be painful to save on taxes but end up with an uncovered claim if something happened to the van while it was parked for advertising.
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StarSeeker
One thing to keep in mind is that the IRS has specific rules about what constitutes "ordinary and necessary" business expenses. If you start using your van significantly more for personal trips just to get your business seen, you need to be prepared to justify that the primary purpose is still business-related. I'd recommend keeping detailed records of any leads or business that actually comes from people seeing your van. If you get audited, having documentation that shows your mobile advertising strategy actually generated revenue will strengthen your case. Without that proof, the IRS might view excessive personal use as primarily personal rather than business, even with all the branding. Also consider that your business insurance might need to be updated if you're significantly increasing the mileage on your commercial vehicle. The cost of higher premiums could offset any tax benefits you're hoping to achieve.
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