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Don't forget to consider amended payroll returns! I went with a company that charged 15% but then completely screwed up our 941-X forms. The IRS rejected our first submission and we had to refile, adding months to the process. Make sure whoever you use has extensive experience specifically with the 941-X amendment process for ERC claims. Also ask about their audit support - what happens if the IRS questions your claim 2 years from now? Good firms offer support through any future audits related to the ERC claim.
What's the 941-X form? My payroll company said they'd handle everything but now I'm worried they might miss something.
Form 941-X is the Adjusted Employer's Quarterly Federal Tax Return that you need to file to claim the ERC retroactively. It's essentially an amendment to your original quarterly tax filings. Most payroll companies are good with regular payroll processing but many don't have specialized experience with ERC claims on the 941-X. The form requires specific line items to be completed in a certain way to properly claim the credit. I'd recommend asking your payroll company specifically about their experience processing ERC claims via 941-X and what their success rate has been. If they seem vague or uncertain, you might want to consider a specialist firm instead.
Be careful!!! The IRS announced they're putting a moratorium on processing new ERC claims starting September 14, 2023 through at least the end of the year. They're doing this because of the huge number of fraudulent claims. If you haven't filed yet, you might be waiting a LONG time. Make sure whoever you go with is legitimate - the IRS is specifically targeting "ERC mills" that file inappropriate claims. The penalties can be severe. Better to wait and do it right than rush and get caught in their enforcement.
Your situation is exactly why I left H&R Block after 15 years and started my own practice. Tax software is good for W-2 employees with straightforward situations, but it misses so many opportunities for complex returns. With nearly a million in capital gains plus multiple retirement vehicles AND a small business, you need someone who can integrate all these elements. The software won't catch everything because it can't see the connections between different parts of your financial life. Remember tax software is designed to be correct, not optimal. Big difference.
What specific things do you think software would miss in my situation? I'm trying to get a sense of what the actual value would be beyond just filling in forms correctly.
Software often misses timing strategies for realizing capital gains and losses that could significantly impact your tax burden. With your large gain, spreading recognition across tax years might have been beneficial, but that opportunity may have passed depending on how the sale was structured. Software also tends to be limited in integrating business expenses with personal tax strategy. With your wife's solo business, there are potential entity structure considerations and retirement planning opportunities beyond just the solo 401k that might optimize your overall tax situation. The interplay between her business income, your capital gains, and your retirement planning needs a holistic approach that most software simply isn't designed to provide.
I'm curious what tax software others have used for capital gains? I'm using TurboTax Premier now but wondering if there's better options for investment stuff.
Just want to add something important about Head of Household that nobody mentioned yet. If your sister is still claiming your niece as a dependent, you should make sure she actually legally CAN claim her. The IRS has a "residency test" for claiming a qualifying child - generally, the child must live with the parent/guardian for more than half the year. If your niece lives with you full-time for 9+ months, your sister technically might not be eligible to claim her anymore. The IRS would consider you to have the stronger claim since the child lives with you. This isn't just about who "gets" to claim the dependent - filing incorrectly could trigger audits for both of you.
That's a really good point I hadn't considered. So you're saying that based on the residency test, my sister might not actually be eligible to claim my niece anymore since she's been living with me for most of the year? I definitely don't want either of us to get audited. Do you know if there's any exception to this residency test? Like if there's some kind of temporary arrangement or something? We didn't really think about the tax implications when my niece came to stay with me.
Yes, that's exactly what I'm saying. The residency test is pretty clear - a qualifying child must live with the taxpayer for more than half the year. With your niece living with you for 9+ months, your sister likely doesn't meet this requirement anymore. There are some exceptions to the residency test, but they're limited to specific situations like temporary absences (medical care, education, vacation, etc.), children of divorced or separated parents with a formal agreement, or kidnapped children. From what you've described, it doesn't sound like any of these exceptions would apply in your situation. I'd recommend having an honest conversation with your sister about the tax situation. The IRS would consider you to have the stronger claim to be the qualifying taxpayer for your niece based on the residency test.
I went through this EXACT situation with my younger brother! Here's what I learned: For Head of Household, you need: 1) Be unmarried on Dec 31 2) Pay more than half of keeping up your home 3) Have a qualifying person live with you more than half the year The key is that "qualifying person" part. Since ur sister still claims your niece as a dependent, you can't use her to qualify for HOH. Its not just about who lives with who, but who can legally claim who as a dependent. My advice: talk to ur sister. If the kid lives with you full time, YOU should probably be the one claiming her as a dependent, not your sister. Then you'd qualify for HOH plus child tax credits. Would make more sense tax-wise given the actual living arrangement.
This is the right answer! The residency test is super important for determining who can claim a dependent. If the niece lives with OP for most of the year, the sister technically shouldn't be claiming her unless there's a special exception. In my experience, the tax benefits for the person who has the child living with them (HOH status + child tax credits) are usually much better than just claiming a dependent who doesn't live with you. Might be worth both sisters calculating their taxes both ways to see what makes the most financial sense for the family as a whole.
Another solution is to check if Robinhood has an API connection with tax software like TurboTax or TaxAct. I know they integrate with some tax programs for automatic import of crypto transactions. Also, don't forget you can request a corrected 1099 from Robinhood if you think they made an error by not including your crypto.
Thanks for this suggestion! I checked and sadly freetaxusa doesn't have direct API integration with Robinhood for crypto yet. I did contact Robinhood support about the missing info, and they said that if my crypto activity didn't meet certain thresholds, it wouldn't be included on the 1099 but I'm still required to report it. Super annoying! Do you know if requesting the corrected 1099 takes a long time? I'm trying to file soon.
Requesting a corrected 1099 can definitely take some time, usually 2-3 weeks in my experience. But honestly, it might not help in your situation. If your crypto activity didn't meet their reporting thresholds, they're technically not required to include it on a 1099, so a "corrected" form would likely be identical. Your best bet is probably to download the transaction history yourself and manually calculate everything, or use one of the crypto tax services mentioned by others. If you're in a rush to file, you could also consider filing for an extension to give yourself more time to sort this out properly. Just remember an extension gives you more time to file, not more time to pay any taxes due.
Has anyone considered that maybe you don't need to report it at all? Like if the amounts were really small and Robinhood didn't think it was worth including on a 1099?
Mei Zhang
For calculating self-employment taxes, don't forget about the Qualified Business Income deduction (Section 199A)! As a self-employed person, you might qualify for up to a 20% deduction on your qualified business income. This is separate from your regular business expense deductions on Schedule C. Also, if you didn't make estimated tax payments last year, look into the "safe harbor" provisions when you file. If your previous year's tax liability was covered through withholding (from your job before getting laid off), you might qualify for reduced penalties or even avoid them altogether depending on your situation.
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Liam McConnell
β’Can you explain more about the QBI deduction? I thought that was only for certain types of businesses. Does it apply to all self-employed people regardless of what service they provide?
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Mei Zhang
β’The QBI deduction applies to most self-employed individuals, sole proprietors, partnerships, and S corporations. There are some limitations if you're in certain "specified service trades or businesses" like health, law, accounting, etc., and if your income is above certain thresholds (around $170,500 for single filers in 2022). For most freelancers making under that threshold, including graphic designers, you'll likely qualify for the full 20% deduction on your business profits. The calculation gets more complex at higher income levels or for certain professions, but tax software usually handles this automatically. It's basically free money that reduces your taxable income (though it doesn't reduce self-employment tax), so definitely don't miss out on it!
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Amara Oluwaseyi
has anyone used quickbooks self employed? im in same boat freelancing first time and behind on everything. was told it tracks mileage and expenses automatically + helps w quarterly estimated payments going forward?? not sure if worth $15/mo or whatevr they charge
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CosmicCaptain
β’I've used QuickBooks Self-Employed for 2 years and it's pretty good for the basics. The mileage tracker works well if you remember to use it. The quarterly tax estimator is helpful but sometimes feels a bit off. The expense categorization is decent but you still need to review everything.
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