Has anyone used TurboTax for reporting ISO disqualifying dispositions? I'm having trouble figuring out where to enter this information.

One thing that helped me understand my ISO disqualifying disposition better was making sure I had all the key dates and values organized before tackling the tax forms: 1. Grant date (when ISOs were originally granted) 2. Exercise date (when you bought the shares) 3. Sale date (when you sold them) 4. Exercise price (what you paid per share) 5. Fair market value on exercise date 6. Sale price per share The "disqualifying" part just means you didn't meet both holding period requirements (1 year from exercise AND 2 years from grant). Once you have those numbers, it becomes much clearer how the tax treatment works - the bargain element goes on your W2 as ordinary income, and any additional gain/loss from the stock sale gets reported on Schedule D. Double-check that your employer calculated everything correctly on your W2, especially if you exercised and sold in different tax years like some others mentioned here.

Don't stress too much about it! I had the same exact message last year and my W2s showed up in my account around mid-February. The system really does update weekly like it says, so I'd give it another week or two before panicking. Your employer probably did submit everything on time - there's just always a lag between when they file with the IRS and when it shows up in our online accounts. The processing delay is totally normal, especially early in tax season when they're dealing with millions of documents. If you already got your W2 in the mail or email from your employer, you can definitely start preparing your taxes with that. The IRS account is more of a backup/verification tool than something you need to wait for.

Yeah this is totally normal! I work in payroll and can confirm that even though employers submit W2s by Jan 31st, the IRS system takes time to process everything. The "Information Return Documents Unavailable" message is basically their way of saying "we're working on it" lol. What most people don't realize is that the IRS has to match and verify millions of documents before they show up in your online account. So even if your employer filed on time, you might not see it for another 2-3 weeks. Pro tip: if you're anxious to file early, just use the physical/electronic copy your employer gave you directly. The IRS account is great for double-checking later, but you don't need to wait for it to populate to file your return. I usually tell people to check back around Valentine's Day - that's when most documents start showing up consistently.

I've been working through this exact issue for our UK partners. One thing to be aware of - the ITIN application (Form W-7) requires valid proof of identity AND a valid tax purpose. Just wanting to file Form 8832 counts as a valid tax purpose, but make sure you include a signed letter explaining the need for the ITIN specifically for the 8832 filing. We made the mistake of not including this explanation initially and our application got rejected.

Just went through this nightmare myself with a Japanese business partner! After weeks of confusion and contradictory advice, here's what actually worked for us: 1. **Apply for ITIN first** - Don't try to file Form 8832 without it. The "leave it blank" advice some IRS agents give is outdated. 2. **Use Form W-7** with these specific documents for your French partner: - Certified copy of passport (must be certified by the issuing agency or notarized in the US) - Letter explaining the tax purpose: "ITIN needed for Form 8832 Entity Classification Election filing" 3. **Timeline reality check** - It takes 6-10 weeks to get the ITIN, so plan accordingly. You can't rush this process. 4. **Temporary workaround** - If you absolutely must file the 8832 before getting the ITIN, write "Applied For" in the identifying number field and attach the completed W-7, but this can cause processing delays. The key is being patient and doing it right the first time. I know it's frustrating when you need to get things filed quickly, but rushing this will only cause more headaches later. Your accountant will probably give you the same advice when they're back from vacation!

Has anyone actually received a W-2 that shows meal stipends separately? Last year I had a job with a $75 daily meal allowance and I can't even tell if it was included in my taxable wages or not. It's driving me crazy trying to figure out if I reported everything correctly.

The $200 daily amount is quite high for a meal stipend and will likely be partially or fully taxable. For context, the current federal per diem meal rates range from about $59-79 per day for most locations (with some high-cost areas going higher). Any amount above the applicable federal rate for your location would typically be considered taxable income. Since you mentioned this is loaded onto a card rather than being reimbursement for actual expenses, it sounds like it might be structured as a non-accountable plan, which would make the entire amount taxable. However, the specific tax treatment really depends on: 1) Whether your employer has structured this as an accountable or non-accountable plan 2) Your work location and the applicable federal per diem rates 3) Whether you're working away from your tax home I'd strongly recommend getting clarification from your employer about how they're reporting this on your W-2. With $200/day for 6 months, you're looking at around $36,000 in stipends, so getting the tax treatment right is really important. Don't wait until tax time to figure this out!

I work at a tax prep place part time during tax season, and I can tell you we see this confusion with 1099-K forms all the time. For the 2024 tax year, the threshold is definitely $5,000 for reporting purposes. But here's the important thing - receiving a 1099-K doesn't automatically mean that money is taxable income. It's just an information reporting form. When clients come in with 1099-Ks from personal transfers, we document the nature of the transfers and exclude them from taxable income.

Based on what I've seen with similar situations, you're likely fine as long as you can document that these are personal transfers and not payments for goods or services. The key is keeping good records showing the money flow - that your roommate receives money from family, sends it to you, and you withdraw it for him. Since you mentioned around $6,800 total, you're above the $5,000 threshold where CashApp might issue a 1099-K. But even if you receive one, it doesn't mean you owe taxes on that money. You would just need to explain on your tax return that these were non-taxable personal transfers. I'd suggest keeping screenshots or records of the transfers showing they're from your roommate (not business transactions), and maybe even a simple written agreement between you two documenting this arrangement. That way if any questions come up, you have clear documentation that you're just facilitating access to his own money to help him avoid fees. The IRS understands that people use these apps for personal transfers, so as long as you can show the money wasn't actually income to you, you should be okay.