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Another important thing to understand about 1099-K forms is how they differ from 1099-NEC and 1099-MISC forms. They all report income but in different ways: - 1099-K: From payment processors for transactions over $600 - 1099-NEC: From clients who paid you directly for freelance/contract work over $600 - 1099-MISC: For other income like rent, prizes, etc. You might get multiple forms in the same year depending on how you get paid! Just be careful not to double-count income if you get both a 1099-NEC from a client and a 1099-K from the payment processor they used.
This is so confusing! So if my client pays me through PayPal, and it's over $600, would I get both a 1099-NEC from the client AND a 1099-K from PayPal for the same money? How do I avoid reporting the same income twice?
Good question! It depends on how sophisticated your client is with tax reporting. Technically, if they pay you through PayPal, the payment processor (PayPal) should issue the 1099-K, and the client should not issue a 1099-NEC for those same payments. However, many clients don't understand this distinction and might issue a 1099-NEC anyway. If you receive both for the same income, you should still only report the income once on your tax return. Keep detailed records showing they're duplicate reports of the same earnings. You can include a note with your tax return explaining the situation. The important thing is that your reported income matches your bank deposits to avoid audit flags.
Don't forget that expenses can offset your 1099-K income! I freaked out last year when I got a 1099-K showing $12,000 from my Etsy shop, but after deducting costs of materials, shipping, fees, etc., my actual taxable profit was only about $3,800. Make sure you track ALL business expenses related to whatever generated that 1099-K income. Even things like a portion of your cell phone bill or internet if you use them for business. I use a simple spreadsheet to track everything.
What about mileage? I do food delivery and got a 1099-K from the app. Can I deduct all the miles I drive while working?
I went through the exact same thing last year! Just to add to what others have said - make sure your cost basis is reported correctly on your 1099-B. Sometimes brokers don't report the correct cost basis to the IRS for RSUs, which can make it look like your entire proceeds are gains (which would be bad). If the cost basis on your 1099-B doesn't match what was included in your W-2 income when the shares vested, you'll need to make an adjustment on your tax return. Look at Form 8949 - there's a code "B" you can use to indicate an adjusted basis. Also check if your broker is using "first-in, first-out" (FIFO) for calculating which shares were sold. This can affect your gains calculation if you received RSUs at different times with different vesting prices.
Thank you for mentioning this! I just checked my 1099-B and I think this might be part of my problem. The cost basis seems lower than what I remember the shares being worth when they vested. How exactly do I use this Form 8949 to make the adjustment?
You'll need to complete Form 8949 with your tax return. In column (a), enter the description of the property (your company stock). In columns (b) through (g), enter the information from your 1099-B. Then in column (g), enter the correct amount of gain or loss using your actual cost basis (the FMV on vesting date). In column (f), check box B to indicate you're reporting a basis different from what was reported to the IRS. You'll also need to attach an explanation statement to your return that explains why you're adjusting the basis - something like "Adjusting cost basis to fair market value at RSU vesting date, which was included as income on my W-2.
One thing nobody has mentioned yet - check if your company has an ESPP (Employee Stock Purchase Plan) in addition to the RSUs. Those have completely different tax rules and might be adding to your confusion if you're participating in both programs. Also, some companies provide statements that break down all your equity compensation events for the year. Ask your HR or benefits department if they provide a supplemental equity statement that might help clarify things.
Great point! I mixed up my RSUs and ESPP shares last year and almost reported everything wrong. ESPP shares are WAY more complicated tax-wise because of the discount and lookback provisions. What helped me was downloading a detailed transaction history from my company's stock administrator (like E*TRADE, Fidelity, Morgan Stanley, etc.) and looking at the transaction types. RSUs will show as "RSU Release" or similar when they vest, while ESPP purchases will show as "ESPP Purchase.
One thing nobody's mentioned yet - consider Wyoming if privacy is important to you. Delaware requires more disclosure of ownership information than Wyoming does, which might be relevant depending on your reasons for setting up a US LLC. For my digital marketing business, I went with Wyoming because: 1. No state income tax 2. Low annual fees 3. Strong privacy protections 4. No requirement to list members in public filings The 30% federal withholding only applies to certain types of income. For my consulting services to US clients, I've been able to reduce withholding through the tax treaty with my country.
How does the privacy actually help though? Don't you still have to disclose ownership to the IRS and on bank account applications?
You're right that privacy doesn't extend to the IRS or banks - those disclosures are mandatory for tax compliance and anti-money laundering regulations. The privacy benefit is more about public records. In Wyoming, your name doesn't appear in the publicly searchable business registry, while Delaware requires more disclosure in their public filings. This can be important if you're concerned about competitors easily connecting you to your business, or if you have privacy concerns about having your name publicly linked to your business activities. Some of my clients prefer not knowing my other business relationships, and Wyoming's privacy helps maintain those boundaries.
Does anyone know if we need to file Form 5472 as a foreign-owned single-member LLC in Wyoming? I've been getting conflicting information. Some say it's required even for disregarded entities, others say it's only if you elect corporate taxation.
Yes, you absolutely must file Form 5472 if you're a foreign-owned single-member LLC, regardless of which state you're in or your tax election status. This requirement was added in 2017 and it's a big deal - the penalty for not filing is $25,000! Even if your LLC is a "disregarded entity" for tax purposes, it's treated as a corporation SOLELY for the purpose of Form 5472 filing requirements. This catches a lot of foreign owners by surprise.
I'm a renter in California too! Just wanted to add that while there's no specific "renter's tax," you might want to consider if you work from home at all. If you use part of your rental exclusively for work (like a home office), you might be eligible for the home office deduction. But be careful - this is only for self-employed people or certain types of employees with specific situations. Also, keep track of any renter's insurance you pay - in some states that could be deductible if you itemize!
I'm confused about the home office deduction. I've been working fully remote since 2021 but my employer doesn't require it. Can I still claim my spare bedroom that I use as an office?
Unfortunately, if you're a W-2 employee (even if fully remote), the home office deduction typically isn't available to you anymore. This was suspended by the Tax Cuts and Jobs Act through 2025 for employees. The home office deduction is generally only available if you're self-employed or an independent contractor. If you have a side gig that you run from home in addition to your regular job, you might be able to claim the deduction for that portion of your work, but not for your primary employment.
Has anyone heard about the new California Rental Registry program? I got a letter saying I need to report my rental information to the state. Is this legit or some kind of scam? Wondering if this is related to taxes in some way.
Ravi Sharma
Don't forget to check if your state treats Roth IRA withdrawals the same way as federal. I made this mistake last year with my excess contribution and ended up with a state tax notice because I only reported it on my federal return.
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Freya Thomsen
ā¢Which state are you in? I'm in California and wondering if I need to handle this differently for state taxes.
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Ravi Sharma
ā¢I'm in Massachusetts, which generally follows federal treatment but has a few differences for reporting. In California, they mostly follow the federal treatment for excess contribution withdrawals, but you should still report the distribution on your CA return. The main thing is to make sure the state knows the nature of the withdrawal (correcting an excess contribution) so it's not mistakenly treated as an early distribution subject to penalties. The tax software should handle this correctly if you input the 1099-R information properly, but it's worth double-checking the state section specifically.
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Omar Zaki
Has anyone actually gotten the withholding back when they filed? I had the same situation (excess Roth contribution that I withdrew) and Vanguard withheld 20%, but when I filed my taxes I somehow still owed money!
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AstroAce
ā¢You should definitely get credit for the withholding! Check your 1040 - the withholding from your 1099-R should be included in the total federal income tax withheld on line 25d. Sounds like something else in your return might have been causing you to owe.
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