Something I don't see mentioned yet - you'll also need to make quarterly estimated tax payments going forward if you continue getting 1099 income! The IRS expects you to pay taxes throughout the year, not just at filing time.

As someone who went through this exact same confusion last year, I feel your pain! One thing that really helped me was understanding that the 1099-NEC doesn't get "attached" anywhere - it's just your record of income that you need to report. Here's what worked for me: In your tax software, look for sections labeled "Business Income," "Self-Employment," or "Freelance Work" rather than looking for "1099-NEC" specifically. The software will ask you to enter the income amount from Box 1 of your 1099-NEC, then it automatically generates Schedule C and Schedule SE for you. Don't panic about the additional taxes - yes, you'll owe more than usual since nothing was withheld, but you can also deduct legitimate business expenses like software, equipment, and even a portion of your home internet if you use it for work. Keep all your receipts! If you're really stuck, consider upgrading your tax software or switching to one that includes self-employment features. It's worth the extra cost to avoid mistakes on your first year with 1099 income.

Has anyone successfully dealt with excess contributions through TurboTax? I'm confused about how to report this correctly in the software.

I went through something very similar last year and can relate to the stress you're feeling! The good news is this is definitely fixable, but you'll need to be persistent with Fidelity to get it handled correctly. First, call Fidelity back and ask to speak with someone in their IRA department specifically - don't just talk to general customer service. Tell them you need to "recharacterize" your withdrawal as a "return of excess contribution" for 2024. They should be able to do this since you're still in the same tax year. Make sure they understand you're correcting an excess contribution, not just making a regular withdrawal. Once they process this correctly, you'll get a 1099-R form that properly shows the distribution as a return of excess contribution. Any earnings that were generated on that excess contribution will be taxable income for 2024 and potentially subject to the 10% early withdrawal penalty if you're under 59½. Since you've already filed, you'll likely need to file an amended return (Form 1040-X) once you get the corrected documentation from Fidelity. The timing actually works in your favor since you caught this so quickly - there probably weren't significant earnings on the excess contribution during that short time period. Don't panic about the penalties - if Fidelity processes this as a proper excess contribution removal, you should be able to avoid the 6% excise tax. Just make sure you get the right paperwork from them showing it was handled correctly.

@Alfredo, based on your situation with $380K in S-Corp income, you'll definitely want to get this right! The K-1 will be issued to the QSST with the trust's EIN, but your son will report all the income on his personal return and pay the taxes. One thing I don't see mentioned yet - with that income level, your son may need to pay estimated taxes quarterly since there's no withholding from S-Corp distributions. The trust will still file Form 1041 but it's essentially just an informational return showing the pass-through to your son. Also, make sure your QSST election was filed properly with the IRS within the required timeframe (usually 2 months and 15 days after the stock transfer). If you missed that deadline, you could lose S-Corp status entirely. Your accountant should have handled this, but it's worth double-checking since the consequences are severe.

This is exactly the type of situation where getting professional guidance upfront can save you thousands in penalties and corrections later. With $380K in S-Corp income, the tax implications are significant. A few additional considerations for your QSST setup: 1. **Timing of the QSST election**: Make sure this was filed within 2 months and 15 days of the stock transfer. Missing this deadline can terminate your S-Corp election entirely. 2. **State tax implications**: Some states don't recognize QSSTs the same way the federal government does, so you may need separate state filings or elections. 3. **Future planning**: Consider whether your son will have other income sources that might push him into higher tax brackets when combined with the S-Corp pass-through income. 4. **Documentation**: Keep detailed records of all distributions vs. income allocations, as the IRS scrutinizes QSST arrangements more closely than regular S-Corp ownership. Given the complexity and the income level involved, I'd strongly recommend having your accountant walk you through the entire process again and provide written documentation of the reporting requirements. The interaction between S-Corp taxation and QSST rules has several nuances that can create compliance issues if not handled properly.

This is a really common concern, and you're smart to be thinking about it proactively! The short answer is that true reimbursements for expenses you paid on behalf of the LLC generally aren't taxable income to you. Since you're getting paid back exactly what you spent (no markup or profit), keeping detailed records with receipts, and the payments are made within a reasonable timeframe, this fits the definition of an accountable plan arrangement. The LLC is essentially just returning your own money that you fronted for their business purposes. However, there are a couple of things to watch out for: 1. **Payment app reporting**: With the $600 reporting threshold for payment apps, you might receive a 1099-K from PayPal even though these transactions aren't taxable income. If this happens, don't panic - it's just a reporting requirement, not a determination of taxability. 2. **LLC's handling**: Make sure the LLC isn't issuing you a 1099 that includes these reimbursements. They shouldn't, since these aren't payments for services rendered. Your documentation sounds excellent - that spreadsheet tracking system and receipt collection will be crucial if there are ever any questions. The $38k total might seem high, but as long as you can match each reimbursement to a legitimate business expense with proper documentation, you should be fine. Keep doing what you're doing with the record-keeping, and consider having a brief conversation with the LLC about their reimbursement policies to make sure you're both on the same page!

Another thing to consider - if you're fronting $38k annually for this LLC, you might want to ask them about setting up a corporate credit card or purchase account in your name instead. Many banks offer business credit cards where you could be an authorized user, which would eliminate the reimbursement issue entirely since the LLC would be directly responsible for the charges. This approach has several benefits: no more tracking reimbursements, no potential 1099-K issues from payment apps, and the LLC gets direct records of business expenses without the complexity of managing reimbursements. Plus, you wouldn't have to tie up your personal funds waiting for repayment. Just a thought - it might simplify things significantly for both you and the LLC's bookkeeping! Worth bringing up in that conversation about reimbursement policies that others mentioned.

Don't forget to get the property formally appraised before transferring! This establishes the fair market value at time of transfer, which is crucial for gift tax purposes. If the house really is in bad shape, an appraisal will document the lower value and could save you thousands in potential gift tax implications.

Another important consideration - make sure you understand the cousin's tax situation too! When he receives the property through the quit claim deed, he'll inherit your "carried-over basis" rather than getting a stepped-up basis. This means if he ever sells the property later, he could face capital gains tax based on the original value when your wife inherited it. This might actually work in everyone's favor though - if the property has deteriorated significantly, his basis for future sales will be higher than the current fair market value, potentially giving him a tax loss if he sells later. Just something to keep in mind for family harmony - you don't want him to get surprised by unexpected tax implications down the road. Also, since you mentioned you've been paying property taxes and maintenance costs, make sure you're not entitled to any deductions for those expenses before you transfer the property. If it was being used as a rental property (even rent-free), there might be some deductions available.