Congratulations on the huge win! That's life-changing money. A few additional considerations for your situation: 1. **Estimated Tax Payments**: With a 350k windfall, you'll likely owe substantial taxes for this year. Consider making quarterly estimated tax payments to avoid underpayment penalties. 2. **State Taxes**: Don't forget about state income tax implications - some states have no income tax while others could take a significant chunk. 3. **Professional Help**: Given the complexity and size of this win, investing in a CPA who specializes in cryptocurrency is essential. The potential tax savings from proper planning will far exceed their fees. 4. **Record Keeping**: Document everything - the date you received the crypto, the fair market value at that time, wallet addresses, etc. You'll need this for accurate reporting and basis calculations. 5. **Consider Timing**: If you're planning to sell any of the ETH, timing matters for capital gains treatment. Holding for over a year gets you long-term capital gains rates. The good news is that with proper planning and professional guidance, you can minimize your tax burden legally while staying compliant with IRS requirements.

Just a heads up - make sure you're calculating the fair market value correctly for the date you received the ETH. I made the mistake of using the value from when I first saw the notification email rather than when the crypto was actually deposited into my wallet, and it caused a mess with my basis calculations. Also, something that really helped me was setting aside about 40% of the winnings immediately for taxes. With federal income tax, state taxes (depending on your state), and potentially self-employment tax if the platform classified you as receiving payment for services, the tax bill can be brutal. I learned this the hard way when I spent too much of my crypto winnings and then got hit with a massive tax bill. One more thing - if you're thinking about that property investment for tax benefits, look into cost segregation studies for rental properties. They can accelerate depreciation deductions in the first few years, which might help offset some of your current year income. But definitely run this by a qualified tax professional first - the IRS scrutinizes large deductions following big income years.

This entire thread has been incredibly valuable! As someone who just finished my ORISE fellowship and was dreading tax season, reading through everyone's experiences has completely changed my perspective on how manageable this actually is. I want to emphasize something that really stood out to me - the importance of treating this as regular taxable income rather than trying to find some special exemption. I initially spent hours searching for ways to avoid paying taxes on my stipend, but the reality is that if you used it for living expenses (which most of us do), it's taxable income period. Once I accepted that, the process became much simpler. For anyone still working through this, here's my takeaway from this thread: 1) Find "Scholarships and Fellowships" in your tax software's income section, 2) Enter your total stipend amount for the year, 3) Report the full amount as taxable since it went to living expenses, 4) Keep your ORISE documentation, and 5) don't overthink it - the software will guide you through the details. The collective wisdom in this thread is honestly better than anything I found in official publications or help articles. Thank you to everyone who shared their experiences - you've made tax season so much less stressful for ORISE fellows!

As someone who went through this exact same confusion with my ORISE stipend, I can definitely relate to the stress you're feeling! The good news is that everyone in this thread has given you spot-on advice - you're definitely on the right track with reporting it under "Scholarships and Fellowships" in TurboTax. One thing that really helped me was realizing that ORISE stipends are actually pretty common, so the IRS is familiar with how they should be reported. Don't let the complexity of Publication 970 intimidate you - most of that document deals with much more complicated educational tax scenarios that don't apply to your situation. Since you mentioned your stipend was $12,500 used primarily for rent and groceries, you'll want to report the full amount as taxable income. The key thing is just being honest about how you used the funds. Keep that ORISE stipend letter safe - it's your main documentation if anyone ever asks questions about this income. You're so close to being done with your taxes! Don't let this one issue derail you when you've got everything else figured out. The "Scholarships and Fellowships" section in TurboTax will walk you through exactly what you need to do.

Has anyone actually looked closely at Form 8889, especially Line 14a and 14b? Line 14a is where you put the total distributions, and 14b is where you put the qualified medical expense portion. If the entire distribution was used for qualified medical expenses, the taxable amount on Line 16 would be zero. Honestly, missing this form when the result is zero added tax is pretty low-risk, but if you're worried, I'd recommend using free fillable forms to complete just Form 8889 yourself. It's not that complicated if you have your 1099-SA and medical receipts. Then file another 1040-X and attach the 8889.

I went through something very similar with my HSA distributions last year. After reading everyone's advice here, I'd strongly recommend filing the second amendment to include Form 8889, even though it won't change your tax liability. Here's why: The IRS absolutely does match 1099-SA forms to tax returns through their automated systems. Even if there's no tax impact, missing forms can trigger CP2000 notices months later. I know Elliott mentioned getting one for a similar situation - it's not fun to deal with even when you have all the documentation. Since your CPA missed including this form on your amended return, they should definitely help fix it without charging you additional fees. This was their oversight, not yours. I'd approach them with that expectation. If you decide to go the DIY route, Form 8889 isn't too complex for a straightforward qualified distribution like yours. You'll report the $3,500 on Line 14a (total distributions), the same amount on Line 14b (qualified medical expenses), which should result in zero taxable distribution on Line 16. Just make sure you keep all those medical receipts organized in case of future questions. The peace of mind from proper reporting is worth avoiding potential IRS correspondence later. Good luck!

My parents were exactly like your mom - loyal TurboTax customers forever. What finally changed their mind was when the news broke about TurboTax deliberately hiding their free filing options and misleading customers. Remember that whole scandal? The company had to refund millions to users they tricked into paying. FreeTaxUSA has been around for over 20 years but they focused primarily on word-of-mouth rather than massive ad campaigns. That's why they seemed to "come out of nowhere" when they started gaining popularity. The main reason I trust them is they've never had major data breaches (unlike certain big-name tax services) and they're actually more transparent about their pricing.

I switched to FreeTaxUSA three years ago after getting tired of TurboTax's yearly price increases and aggressive upselling tactics. What sealed the deal for me was researching their background - they're actually TaxHawk Inc., founded in 2001 by a CPA named Brad Schwarzenbach in Utah. They've been profitable for years without venture capital funding, which explains why they can keep prices low without needing to maximize revenue per customer. The security concerns are totally valid, but they use 256-bit SSL encryption (same as online banking) and are SOC 2 Type II certified, which means they undergo annual independent security audits. They also don't sell your data to third parties - their revenue model is based on charging for state returns and optional services, not harvesting personal information. I've filed with them for complex situations including rental property income, stock sales, and multiple state returns. Never had an issue with accuracy or IRS acceptance. The interface isn't as flashy as TurboTax but it's actually more straightforward in some ways - less marketing fluff, more focus on getting your taxes done correctly.

The babysitter is 100% trying to avoid paying taxes. I used to babysit and nanny through college and definitely didn't report anything because it was all cash. BUT if someone had asked for my SSN for their taxes, I would've given it because that's fair - they're entitled to their credit. Just make sure you have her LEGAL first and last name and correct address. The IRS will almost certainly follow up with her, not you. When I filed with a missing provider tax ID, I got my full credit and never heard anything about it. My guess is they went after the provider instead.

I went through this exact situation two years ago with my daycare provider. Here's what worked for me: 1. Send one final formal request via text AND email (if you have it) specifically stating: "I need your SSN or EIN to complete Form 2441 for the Child and Dependent Care Credit on my tax return. This is required by the IRS for the $3,100 I paid you for childcare services in 2024." 2. When she doesn't respond, file your return anyway. Complete Form 2441 with her full legal name and address, leave the SSN field blank, and attach a statement explaining your reasonable efforts to obtain the information. 3. Your statement should include: dates you requested the SSN, method of contact (texts/calls), copies of your payment records (Zelle transactions), and mention that she provides childcare services to multiple families. The IRS accepted my claim without any issues. They likely flagged her for not reporting the income rather than penalizing me for missing information I genuinely tried to obtain. You've done nothing wrong by claiming a legitimate tax credit you're entitled to. Don't let her tax evasion cost you $650!