Check if you can open a case with USPS. Sometimes they can track it down if its lost

Had the same issue last month - my check was mailed on Jan 15th and didn't arrive until Feb 3rd. That's almost 3 weeks! I called the IRS after 2.5 weeks and they said mail delays are super common right now. They can do a payment trace if it's been 4+ weeks, but honestly just hang tight a bit longer. The stress isn't worth it when most checks do eventually show up.

Don't waste money on a tax person! I was in your exact situation last year - main job around $90k and a side gig around $8k. I tried both doing it myself and going to a professional. The "professional" charged me $350 and got me the EXACT SAME result I got using FreeTaxUSA which cost me $0 for federal and $15 for state. The key with multiple jobs is understanding how to adjust your withholding. The second job income pushes some of your money into a higher tax bracket, which is probably why you owed last year. I fixed this by putting an additional $50 withholding on each paycheck from my main job (line 4c on the W-4 form). As for claiming your mom, if she lived with you all year and you provided more than half her support, you'll likely qualify for Head of Household filing status which gives better tax rates and a higher standard deduction!

Based on your situation, you definitely need to report that $7.5k from your second job - all income gets combined when calculating your taxes. The withholding issue others mentioned is spot on - each employer withholds as if they're your only job, so you're likely under-withheld overall. For your mom as a dependent, since you're providing full support and she's living with you, you should qualify for Head of Household status (assuming you're unmarried). This gives you better tax brackets and a higher standard deduction than filing single, which could significantly help your tax situation. One thing I haven't seen mentioned - consider making quarterly estimated tax payments if you plan to keep the second job. This can help you avoid the big tax bill at filing time. You can calculate what you need using Form 1040ES. As for tax preparers, I'd suggest looking for an Enrolled Agent who specializes in multi-income situations. They're federally licensed and can represent you before the IRS if needed. Ask potential preparers specifically about their experience with Head of Household filing and multiple job withholding strategies before you hire them.

11 Has anyone here used owner financing as a buyer rather than a seller? I'm considering purchasing a property this way and wondering about tax implications from the buyer's perspective.

One thing to keep in mind with owner financing is the imputed interest rules. If you're not charging adequate interest on the financed portion (currently around 5.5% for long-term AFR), the IRS may impute interest income to you and treat part of your principal payments as interest income taxable at ordinary rates rather than capital gains rates. Also, make sure your purchase agreement clearly states the allocation of the purchase price if there are any personal property items included (like appliances or furniture). The stepped-up basis only applies to the real property portion, so you want to make sure everything is properly documented for tax purposes. Given the complexity of installment sales with inherited property, I'd strongly recommend getting everything reviewed by a tax professional before finalizing the sale agreement. The tax implications can be significant if not structured properly.

Anyone else notice that FreeTaxUSA seems to have more server issues every year? I've been using them for 3 years now and the first year was flawless, last year had occasional hiccups, but this year has been really frustrating with these login problems. Makes me wonder if they're growing too fast for their infrastructure or something.

I had the exact same issue last night! Started trying to log in around 9 PM and kept getting that "Process Failure" message. What worked for me was switching to incognito/private browsing mode and trying again. Got in on the second attempt that way. I think it has something to do with how their servers handle session cookies during high traffic periods. The private browsing bypasses any cached authentication data that might be causing conflicts. Definitely frustrating when you're trying to get your taxes done, but at least there are workarounds while they sort out their server capacity issues. Glad you finally got through! The site has been pretty solid for me in previous years, so hopefully this is just temporary growing pains as more people discover how much money they can save compared to the big-name tax software.

I filed way back in February and nothing has changed since May. This is getting ridiculous tbh

Same here! Filed in February and my as of date hasn't budged since August. It's so frustrating not knowing what's going on. I've tried calling the IRS multiple times but can never get through or they just tell me to wait. Has anyone had any luck getting actual answers from them? This whole process is such a nightmare 😤