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Has anyone noticed that FreetaxUSA sometimes doesn't recognize the supplemental tax withholding from RSUs correctly? I had to manually add my state withholding amounts because they weren't pulling in properly from my W-2 entry.
Yeah, I had the same issue! I found that you need to go to the "Federal Taxes Withheld" section and there's an option to add additional withholding that wasn't captured from your W-2 entry. I think the problem is that FreetaxUSA has trouble with supplemental withholding codes on some W-2 forms.
Great thread! I'm dealing with a similar RSU situation in FreetaxUSA. One thing I discovered that might help others - if you have RSUs that vested in multiple tranches throughout the year, FreetaxUSA has a "batch entry" feature in the Capital Gains section that can save you a lot of time. Instead of entering each sale transaction individually, you can group transactions with the same acquisition date and cost basis. This is especially helpful if you had quarterly vestings and multiple same-day sales. Just make sure your total proceeds and cost basis match what's on your consolidated 1099-B. Also, for anyone wondering about ESPP (Employee Stock Purchase Plan) transactions - those follow different rules than RSUs and have their own section in FreetaxUSA under "Other Income." Don't mix them up with your RSU reporting!
Thanks for the batch entry tip! I didn't know FreetaxUSA had that feature. I've been manually entering each RSU transaction one by one, which has been a nightmare with quarterly vestings. Quick question - when you use the batch entry, does it still generate the proper forms (like Schedule D) automatically, or do you need to double-check anything? I want to make sure the IRS gets all the right documentation even with the consolidated entries.
I'm wondering if I should be worried. I made about $1800 babysitting last year and didn't report it... is the IRS gonna come after me now?
As someone who's been through this exact situation, I can confirm you're on the right track! Yes, you absolutely need to report that $2700 as self-employment income on Schedule C, even without a 1099. The IRS considers all income taxable regardless of whether you receive forms. A few tips from my experience: - Keep detailed records of all your babysitting-related expenses (mileage, supplies, etc.) - they add up quickly - You'll owe self-employment tax (about 15.3%) on your net profit after expenses - Since you earned over $600, you should consider making quarterly estimated tax payments going forward to avoid underpayment penalties next year - The family should have given you a 1099-NEC since they paid you over $600, but their oversight doesn't change your reporting obligation Don't stress too much - this is a common situation and as long as you report everything honestly, you'll be fine. The IRS actually appreciates when people proactively report income that might otherwise go unreported!
This is really helpful! I'm just getting started with understanding all this tax stuff as a newcomer to reporting self-employment income. Quick question - when you mention making quarterly estimated tax payments going forward, how do you calculate how much to pay? Is there a simple way to figure that out, or do you need to estimate your whole year's babysitting income in advance?
Has anyone else noticed how tax identity theft has gotten so much worse in the last couple years? My neighbor had someone file a fake return with her info last year and it took her like 8 months to get her actual refund. The IRS is completely overwhelmed with this stuff.
This is definitely a red flag. I've been preparing taxes for over a decade and there's absolutely no legitimate reason a tax preparer needs physical copies of social security cards. The SSN itself is sufficient for all tax preparation purposes, including e-filing and identity verification with the IRS. The explanation about "security purposes in case someone tries to fraudulently use your SSNs" doesn't make sense either - having copies of your cards wouldn't prevent or help with identity theft, and actually creates MORE risk by having those documents stored in their files. I'd strongly recommend finding a new preparer. A legitimate tax professional should be able to clearly explain why they need any document, and getting defensive when questioned is another warning sign. Trust your instincts on this one.
Random question - has anyone used TurboTax to file with Form 4852? Their software seems confused when I try to report that I received a 1099 but am disputing it with a 4852. It keeps calculating taxes on the disputed amount no matter what I do.
TurboTax isn't great with special forms like 4852. I had better luck with FreeTaxUSA last year for a similar situation. Their interface actually walks you through the dispute process much more clearly.
Thanks for the suggestion! I'll give FreeTaxUSA a try. Really don't want to pay taxes on $18k I never received just because TurboTax can't handle this situation correctly.
I went through something very similar two years ago with a former client who issued a fraudulent 1099-NEC after we had a contract dispute. Here's what worked for me: 1. File Form 4852 as others suggested, but make sure to attach a detailed written statement explaining the situation. Include dates, communications with your attorney, and any evidence that you performed no work for them during the tax year. 2. Consider filing Form SS-8 if there's any question about whether you were actually an employee vs. contractor - this can help establish that no legitimate working relationship existed during the tax period. 3. Keep copies of everything and send your return via certified mail. The IRS processed mine without issue, but it did take about 6-8 weeks longer than usual. 4. Document everything with timestamps - when you received the 1099, when your attorney contacted them, their lack of response, etc. This creates a clear timeline showing you acted in good faith to resolve the issue. The key is being proactive and thorough with your documentation. The IRS deals with fraudulent information returns more often than you'd think, so they have processes in place to handle legitimate disputes like yours.
This is really helpful, thank you Katherine! I hadn't thought about Form SS-8 - that's a great point about establishing that no legitimate working relationship existed. Quick question about the detailed written statement you mentioned attaching to Form 4852 - did you follow any specific format or just write it as a narrative explanation? I want to make sure I include all the right details without making it too lengthy for the IRS reviewer to process.
RaΓΊl Mora
The refund date is definitely the processing/issue date, not the delivery date. I've been dealing with this for years as a tax preparer, and here's what I tell my clients: expect your check 10-14 days after that date during normal times, potentially longer during peak season. The IRS processes the refund on 3/15, but the actual check printing and mailing can take 2-3 additional business days. Then you're at the mercy of USPS delivery times. I always recommend clients plan for the longer timeframe to avoid disappointment. If you need more precise timing for cash flow planning, you might want to consider direct deposit for future years - it's typically available within 1-2 business days of the refund date.
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Camila Jordan
β’Thanks for the professional perspective! As someone new to this process, it's really helpful to hear from a tax preparer who deals with this regularly. The 10-14 day timeline you mentioned aligns with what others have shared here. I'm definitely considering direct deposit for next year - the 1-2 business day turnaround sounds much more predictable for planning purposes. Do you find that most of your clients are switching to direct deposit after experiencing the uncertainty of mailed checks, or are people still hesitant about providing their banking information to the IRS?
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Victoria Jones
From my experience working in government finance, the 3/15 date is definitely when the IRS processes and authorizes your refund for payment - think of it as the "ship date" rather than delivery date. The Treasury typically prints and mails checks within 2-3 business days after that date, so your check would likely be mailed around 3/17-3/19. Then factor in 5-10 business days for USPS delivery depending on your location. I'd plan for receiving it between 3/24 and 4/1 to be safe. One thing I've noticed is that checks from the Kansas City processing center tend to arrive faster than those from other regions, but there's no way to know which one handles your refund. If you're doing detailed cash flow planning, I'd honestly recommend switching to direct deposit next year - the timing is so much more predictable for business planning purposes.
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Sara Hellquiem
β’That's really insightful about the regional processing centers! I had no idea that Kansas City might be faster than others. As someone completely new to navigating tax refunds, this whole thread has been incredibly educational. The "ship date" vs "delivery date" analogy really clicks for me - it's exactly like tracking a package online. I'm curious though, is there any way to find out which processing center handles your refund, or is it just based on where you live? Also, for someone planning to switch to direct deposit next year, are there any gotchas or things to watch out for when setting that up?
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