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Another important thing to consider here is commingling funds. When you take money from personal stock trading and put it into your LLC, you need to properly document it as either: 1) A capital contribution to your business (doesn't reduce your tax on the stock gains) 2) A loan to your business (still doesn't reduce your tax on stock gains) If you don't properly document this transfer, you risk "piercing the corporate veil" which could eliminate the liability protection your LLC provides. This is separate from the tax issue, but equally important!
Thanks for pointing this out! I hadn't even considered the liability aspect. So how should I properly document the transfer if I decide to move some of my stock profits into my business? Is there a specific form or process?
You should create a written resolution documenting the capital contribution or a formal loan agreement if it's structured as a loan. For a capital contribution, create a simple document stating the amount, date, and purpose that you're contributing capital to the business. Keep this with your company records. If you structure it as a loan, create a proper loan document with terms, interest rate (use the applicable federal rate at minimum), and repayment schedule. Then make sure your business actually makes the payments according to the schedule. This is more complicated but can be advantageous in certain situations if you want to pull the money back out later without tax consequences.
Curious - has anyone used TurboTax to handle this kind of situation with stock gains and LLC expenses? Does it give clear guidance on how to keep these separate or do you need something more specialized?
I used TurboTax last year with a similar situation. It does have separate sections for capital gains and business expenses, but it doesn't specifically guide you on the relationship between them. I had to know myself that they needed to be reported separately. The software doesn't warn you about taking stock profits and using them for business stuff - you have to understand that concept yourself.
Not at all! Those quarterly estimated tax payments will be credited toward their total tax liability on the joint return. When they file the amended return, they'll include those payments on the appropriate line. The IRS keeps track of all payments made under both SSNs tied to a joint return.
Just want to add - make sure you file the amendment ASAP. I made a similar mistake a few years back (forgot to include some freelance income) and waited too long to fix it. Ended up with penalties that could have been avoided if I'd acted faster. The IRS is generally more lenient if you correct mistakes voluntarily before they find them!
Have you looked into tax software that lets you prepare everything yourself but then just pay a smaller fee for only the e-filing portion? Some programs let you work through everything for free, then charge $15-20 just for the state and federal transmission rather than the full $50+ for the complete service. Might be a middle ground between completely free paper filing and the more expensive full-service options.
I didn't know that was an option! Most of the ones I looked at wanted the full payment upfront before even starting. Do you have specific ones you'd recommend that let you pay just for the filing part? I've already filled out all my forms so I'm really just looking for the electronic submission part.
FreeTaxUSA is pretty good for this approach. You can complete your federal return for free, then it's just $15 for the state portion. Some others like TaxAct and TaxSlayer have similar options where the federal basic filing is free and you just pay for state. If you've literally already completed the physical forms with a pen, then using the IRS Free File Fillable Forms mentioned above is your best bet. You'll just need to transfer the information from your paper forms to the electronic versions. There's a bit of duplicate work, but it's free and gives you the e-file benefits.
Don't forget to make copies of everything before mailing!!! Learned this the hard way when the IRS claimed they never received my return two years ago and I had no proof. Such a nightmare. Also if ur expecting a refund, paper filing will slow it down by weeks or months compared to e-filing.
Just to add another option - if you used TurboTax and paid for it but didn't file, you can also try calling their customer support directly. They have access to your account history and can sometimes help recover forms even from several years back. I had to do this for a 2018 return last year and they were actually pretty helpful.
Do you remember what number you called? I tried their general support line and got stuck in an automated system that wasn't helpful at all.
I used 1-800-446-8848 which is their customer service line specifically for account issues. When you call, say "account help" or "speak to a representative" to bypass most of the automated system. Be prepared to verify your identity with things like your name, address, and the email you used to create your TurboTax account. Having your Social Security number handy helps too. The wait times can be long during tax season, but if you call early in the morning right when they open, it's usually much shorter.
PSA: If you never filed your 2019 taxes and you were OWED a refund, you only have until April 15, 2023 to file and claim it! After 3 years, unclaimed refunds become property of the US Treasury.
Carmen Ruiz
11 Pro tip from someone who processes payroll: When you file, you might want to include a brief note explaining your name change situation. While the IRS systems can handle the mismatch between your current legal name and what's on your W-2, sometimes having a simple explanation can prevent unnecessary review.
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Carmen Ruiz
ā¢17 Do you actually attach a physical note to the return? Or is there a specific form for name changes that should be included?
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Carmen Ruiz
ā¢11 If you're filing electronically (which most people do now), there's no need for a physical note. There's usually a section in most tax software where you can explain special circumstances, but it's not even really necessary. For paper returns, you can include a brief statement with your return explaining the timing of your name change. There's no specific form required just for a name change situation like this. The most important thing is making sure your current legal name (your married name) is what you use on the tax return itself, and that your SSN is correct on all documents.
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Carmen Ruiz
22 Anyone know what happens if you already e-filed using your maiden name (before updating with SSA) and then changed your name with SSA before the return was processed? Should I be worried?
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Carmen Ruiz
ā¢10 You should be fine. The IRS usually processes returns pretty quickly, and they'll match based on your SSN. But if you're concerned, you might want to keep an eye on your return status using the "Where's My Refund" tool on the IRS website.
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