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Another tip - check if any of those transactions qualify as wash sales (buying substantially identical securities within 30 days before or after selling at a loss). Robinhood marks them on the statement, but when you import, sometimes these don't get flagged correctly. My tax preparer said this is the #1 issue they're seeing with all the new day traders. If you misreport wash sales, it can trigger an automatic notice from the IRS later.
I've seen those "W" markings on some of his trades but wasn't entirely sure what they meant. Do I need to do something special with those during tax filing?
Those "W" markings are exactly what I'm talking about - they indicate wash sales. When you see that marking, it means your husband sold something at a loss and then bought back the same (or very similar) security within 30 days before or after that sale. The special handling required is that you can't claim the loss from that sale on your taxes right away. Instead, the loss amount gets added to the cost basis of the replacement shares. It essentially defers the loss until you finally sell the replacement shares without buying back in again. Most good tax software will handle this correctly if you import properly, but it's worth double-checking those specific transactions after import to make sure they're coded as wash sales.
Has anyone used the tax summary report that Robinhood provides instead of the detailed 1099-B? I've heard mixed things about whether that's sufficient for tax filing.
DON'T just use the summary! I did that last year and got a CP2000 notice from the IRS months later saying I underreported my income. The summary doesn't always capture everything correctly, especially for wash sales and cost basis issues. The IRS gets the detailed information directly from Robinhood, so they know exactly what trades happened. If your summary numbers don't match their detailed records, you'll likely get flagged.
My small manufacturing business legitimately qualified for ERC in 2020 Q2 and Q3 due to government shutdown orders affecting our supply chain. We worked with our regular CPA firm who did a thorough analysis before filing. Received about $148,000 after 7 months of waiting. Then last year, one of those ERC specialty firms cold-called and insisted we qualified for an additional $235,000 for other quarters. They used really questionable logic about how "social distancing affected efficiency" and other stretches. I declined, and now I'm hearing about massive audits happening. So glad I didn't take the bait.
Do you know if the IRS is actively auditing claims right now? My brother used one of those ERC specialty firms and got almost $400k, but I'm worried he's going to end up owing it all back plus penalties.
Yes, the IRS announced earlier this year that they're significantly increasing audit activity specifically targeting ERC claims. They've actually paused processing new claims while they develop better fraud detection systems and have added staff specifically for ERC audits. If your brother used an ERC mill that made questionable eligibility determinations, he should seriously consider talking to a qualified tax professional immediately - not the firm that filed the claim. The IRS has stated they're focusing on claims that show "common indicators of non-compliance," and those $400k claims from businesses that didn't experience clear revenue drops or government shutdowns are prime targets.
We're a small nonprofit that worked with an ERC firm last year. They charged us 25% of the credit amount (about $80k total) and promised we qualified. We got the money but I'm now terrified after hearing about all the audits. The firm we used has since shut down their website and their phone is disconnected. Anyone else in a similar situation? Should we be proactively contacting the IRS?
This is unfortunately a common situation. Many of these ERC mills collected their fees and have now disappeared, leaving clients exposed to potential audit risk. As a tax professional, I would recommend: 1) Gather all documentation about how the firm determined you qualified. Did they provide a detailed eligibility analysis? 2) Consult with a reputable tax professional (CPA or tax attorney) who can review your specific situation and documentation. 3) If the determination was clearly improper, you might want to consider a voluntary disclosure to the IRS, though the formal program has ended. The IRS is most concerned with willful fraud. If you relied on what you believed was professional advice in good faith, that's a factor the IRS will consider, though it doesn't eliminate repayment obligation if you truly didn't qualify.
Single-member LLC owner here. Just a heads up that being a "disregarded entity" doesn't mean you're disregarded for ALL tax purposes. You're still treated as a separate entity for: 1. Employment taxes (if you have employees) 2. Certain excise taxes 3. State taxes in some states Also, don't forget that being disregarded doesn't eliminate the liability protection of your LLC - that's a legal protection separate from tax treatment. I made that mistake and almost didn't bother with some liability formalities because I thought "disregarded" meant the LLC wasn't important!
Do you know if this applies to sales tax collection too? I'm in TX with a single-member LLC and I'm confused about whether the disregarded status affects my sales tax obligations.
Good question about sales tax. The disregarded entity status generally doesn't affect your sales tax obligations. In Texas, you still need to collect and remit sales tax based on your LLC's activities, regardless of how it's treated for income tax purposes. Your LLC is still recognized as the legal business entity that's making the sales, so the sales tax registration and collection responsibilities belong to the LLC. Texas doesn't really care that you're disregarded for federal income tax purposes - they just care that you collect the proper sales tax on taxable transactions.
Can someone explain in simple English what "disregarded entity" actually means? I keep seeing this term for my single-member LLC but don't really get it. Is it good or bad?? Should I be worried?
It's actually a good thing! "Disregarded entity" sounds negative but it just means the IRS is ignoring your LLC as a separate tax entity. You report business income on your personal return with Schedule C (same as a sole proprietorship). Benefits: One tax return instead of two, possible loss deductions against other income, simpler paperwork. You still get the legal liability protection of an LLC - that doesn't change!
One thing nobody has mentioned yet - check if you qualify for any additional credits or deductions before you file! You might be able to reduce what you owe. Do you have any education expenses? Student loan interest? Did you make any energy-efficient home improvements? Contribute to retirement accounts? You can still make IRA contributions for 2024 until April 15, 2025, which could lower your tax bill. Even if you can't eliminate the whole bill, reducing it by even $1,000 would make a payment plan much more manageable. Don't just accept the TurboTax number without seeing if there are legitimate deductions you might have missed.
We actually do have some student loan interest from my wife going back to school part-time! I completely forgot about that. And I think we might qualify for the child care credit since we pay for after-school programs. Do you know if TurboTax automatically checks for these or do we need to specifically enter them somewhere?
TurboTax should ask about these items during the interview process, but sometimes it's easy to miss them if you're rushing through. Look specifically for the "Deductions & Credits" section in TurboTax and make sure you go through every category. For student loan interest, you should have received a Form 1098-E from the loan servicer showing how much interest was paid last year. For child care expenses, you'll definitely need to enter those manually. Look for the Child and Dependent Care Credit section. You'll need the provider's tax ID number and the total you paid for each child. This credit can be worth up to $1,200 per child depending on your income, so it could significantly reduce what you owe!
When this happened to me, I also discovered I could file Form 2210 to get the underpayment penalty waived. Check box A in Part II if this is your first time owing taxes. Many tax situations qualify for penalty relief, especially if your tax situation changed significantly this year. Also, don't panic about the amount - set up a direct debit installment plan and the IRS is actually pretty reasonable to work with. I was paying about $150/month on a $3600 bill and the total interest ended up being way less than a credit card would have charged.
Malik Jackson
Don't forget you'll need to pay a $205 application fee for the OIC unless you qualify for Low-Income Certification. Also, you must submit either 20% of the offer amount with your application (lump sum) or the first monthly payment (periodic payment). Make sure you're current on all required tax filings before applying. If you have unfiled returns, they'll reject your OIC application immediately.
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StardustSeeker
β’Oh, I didn't realize I had to pay part of the offer upfront. Is the 20% non-refundable even if they reject my offer? And how do they determine if I qualify for the Low-Income Certification?
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Malik Jackson
β’The 20% payment is non-refundable, unfortunately, even if your offer is rejected. That's why it's so important to make sure your offer is realistic and well-documented. For Low-Income Certification, it's based on your household size and income. For 2025, if your household gross income is at or below 250% of the federal poverty guidelines, you qualify. For a single person, that's about $36,450. If you're receiving unemployment, you might qualify. Check Box 1 on Form 656 and the IRS will verify your eligibility - if approved, both the $205 application fee and the 20% initial payment are waived.
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Isabella Oliveira
Just wanted to share that timing your OIC submission can matter. The IRS is drowning in paperwork right after tax season (April-June), so processing times can be even longer then. If possible, submitting in the fall or winter might get you a faster response. Also, make absolutely sure your financial information is consistent across all documents. The quickest way to get rejected is having unexplained discrepancies in your reported income and expenses.
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Ravi Patel
β’Does including a hardship letter help with OIC applications? I've heard mixed things about whether personal statements make any difference.
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