Thanks for mentioning this! Do you know if there's a minimum amount I need to earn from Doordash before I have to worry about quarterly payments? I might not do as much delivery work next semester when my classes get harder.

The quarterly payment requirement is based on your total tax situation, not just how much you earn from Doordash. The general rule is if you expect to owe $1,000 or more in taxes when you file your return, you should make estimated payments. If you think you'll make less next semester, you can adjust your estimates accordingly. The 1040-ES form helps you calculate this based on your projected income. Another option is to increase the withholding at your pizza job to cover the taxes on your Doordash income - you can do this by submitting a new W-4 form asking for additional withholding.

Just be careful with deductions. My brother tried to claim his entire phone bill and got audited. The IRS made him prove what percentage was actually for Doordash vs personal use. Better to be conservative and keep good records!

Does the safe harbor rule apply even if you had zero tax liability the previous year? I was a student last year with almost no income.

Yes, the safe harbor rule still applies if you had zero tax liability the previous year. In fact, that's the best case scenario! If you had no tax liability last year, then 100% of your previous year's tax is zero, which means you technically don't need to make estimated payments this year to meet the safe harbor provision. However, this only protects you from underpayment penalties - you'll still owe the full tax amount when you file. So it's usually better to make the quarterly payments anyway to avoid a big tax bill all at once. This zero-liability exception only works for one year, so plan accordingly for next year's payments.

Yes, payment processors like PayPal, Stripe, and Venmo are required to report to the IRS if you receive more than $600 in payments for goods and services in a year. They'll send you a 1099-K form that you'll need to include when filing your taxes.

That's a really good point. I just checked my student portal and it looks like they did exactly that! Even though I paid in January 2022, they've categorized it as Fall 2021 payment (even though it was for Spring 2022 classes). Is that correct accounting? Can I still claim it for 2022 since that's when I actually paid it?

For education credits, what matters is when you made the payment, not how the school categorized it internally. If you have proof (bank statement, credit card statement, etc.) showing you paid in January 2022, you can claim it on your 2022 taxes regardless of how the school categorized it. The IRS specifically states that qualified education expenses are claimed in the year they're paid, not necessarily the year the education occurs. So if you paid in 2022, those are 2022 expenses for tax purposes. The 1098-T is just informational - you're responsible for reporting the correct amounts based on when you actually paid.

Is that actually legal though? Entering different numbers than what's on your official tax forms sounds risky. Couldn't that trigger an audit?

Do you have any issues with more complex returns in TaxAct Pro? I've got mostly simple returns but a couple clients with rental properties and small businesses. Can it handle K-1 forms?

I haven't run into any significant limitations with more complex returns. It handles Schedule E for rental properties very well, and I have several clients with small businesses filing Schedule C without issues. For K-1 forms, it processes them fine - I have a few clients with partnership and S-corp income. The only area where I've found it slightly less robust is with very complex investment situations or extremely complicated business returns with lots of unusual deductions. But for the typical small business owner, rental property investor, or individual with some investment income, it works perfectly well. The value for the price is excellent for a small practice.

FreeTaxUSA doesn't have a professional version that allows you to prepare multiple client returns under a practitioner account. It's really designed for individuals doing their own taxes, not professionals preparing returns for clients. You'd need software specifically designed for tax professionals that includes features like client management, e-filing capabilities under your EFIN, and professional liability protections.

Thanks for clearing that up! I was hoping there might be a free option, but I understand professional software would need those additional features. Guess I'll need to budget for one of the lower-cost options mentioned here.

The married filing separately thing is interesting! I've rarely seen cases where it's beneficial. But what about separated couples who aren't legally divorced yet? Would you have some exception for them?

Good point about separated couples! I'd create a simple "legally separated" status that would essentially treat them as single filers. The current system with MFS is just too punitive with all its limitations and phase-outs. The problem is that MFS was designed to prevent gaming the system, but it's become so restrictive that it actually creates unfair outcomes for people in difficult situations, like those separating or dealing with a spouse who won't cooperate on taxes. A better-designed single status for separated individuals would be much more straightforward.

Average cost basis would be amazing! Also why are crypto transactions so complicated tax-wise? I bought and sold some Bitcoin last year and the tax calculations were insane. Each transaction created a taxable event and I had hundreds.