Thanks for mentioning this! Do you know if setting up a payment plan affects your credit score? And is there a minimum amount I have to pay monthly or can I set it to whatever I can afford?

Setting up an IRS payment plan generally doesn't directly affect your credit score - the IRS doesn't report to credit bureaus like a normal lender would. However, if you fail to pay and the IRS files a tax lien, that WILL hurt your credit. So the payment plan actually helps protect your credit by preventing more serious collection actions. For monthly payment amounts, it depends on how much you owe. For debts under $10,000, you can pretty much set your own monthly payment as long as you can pay off the full amount within 3 years. For larger amounts, the IRS may want financial information to determine what you can afford. They're surprisingly reasonable about this - they'd rather get paid slowly than not at all.

This is actually brilliant advice. I had a similar situation (though not as old) and the Social Security earnings record was spot on. Combined with the IRS transcript it gave me everything I needed!

Thank you for this perspective. My husband's company is pretty small (only 15 employees) and I think they're just not sophisticated with their accounting. When I asked him about it, he said they just direct deposit this extra amount every month with a note saying "travel" and have never asked for any kind of documentation. Should he just start tracking his miles anyway even if they don't require it?

Yes, he should absolutely start tracking his miles regardless of what the company requires. Use an app or a mileage log that records the date, business purpose, starting point, destination, and total miles for each business trip. This documentation will be invaluable if you're ever audited. With a small company, it's worth having a conversation with whoever handles payroll. They might genuinely not know the proper way to handle this. Many small businesses try to help employees with these stipends without realizing they're creating tax problems. You could suggest they implement a simple accountable plan where employees submit mileage logs monthly. This would make the stipend non-taxable when handled correctly, which benefits both the employee and employer (they wouldn't have to pay payroll taxes on properly documented reimbursements).

That's not entirely correct. You can't deduct both the standard mileage rate AND car payments. You have to choose one method - either standard mileage OR actual expenses. And with actual expenses, you can only deduct the interest portion of the car payment, not the principal, plus depreciation. And once you choose actual expenses for a leased vehicle, you have to use that method for the life of the vehicle.

Thanks for the suggestion! Do you know if bank-to-bank transfers also fall under this $600 reporting threshold, or is that just for payment apps?

Bank-to-bank transfers don't fall under the same $600 reporting requirements that apply to payment apps. Those rules specifically target third-party payment networks like PayPal, Venmo, etc. Regular transfers between bank accounts aren't subject to 1099-K reporting regardless of the amount. This is why some people prefer setting up direct transfers for recurring payments like rent or mortgage sharing. It's more straightforward from a tax perspective since there's no confusion about whether it's a business or personal transaction.

That's called "structuring" and it's actually illegal if you're doing it specifically to avoid reporting requirements. Not worth the risk just to avoid something that isn't even taxable in the first place.

Thanks for the info! Definitely don't want to do anything sketchy. Seems like the simplest approach is just to properly mark the payments as personal and not worry about it.

My employer actually did give me a letter saying the move was required for the position! Would that help with any other deductions you know about? And do you think there's any chance they'll bring back the moving expense deduction in time for this tax season?

The letter from your employer could potentially help if any of your expenses could be categorized as unreimbursed employee business expenses. Unfortunately, for most people, these aren't directly deductible either since 2018, but there are exceptions for certain qualified performing artists, fee-basis state or local government officials, and armed forces reservists. As for bringing back the moving expense deduction, it won't happen for this tax season. The Tax Cuts and Jobs Act provisions that eliminated this deduction are in effect through 2025. Any changes would likely come after that, when Congress reviews the expiring provisions. So definitely keep your documentation, but don't expect to use Form 3853 as a non-military taxpayer for at least a few more years.

I second the FreeTaxUSA recommendation! Been using them for years after getting fed up with TurboTax's constant upselling. Much clearer explanations about which forms you can and can't use. They won't be able to magically make Form 3853 available to non-military folks, but at least they'll explain WHY in plain English.

That donation approach sounds super sketchy and likely illegal if audited. The IRS specifically looks for these kinds of arrangements. If you make a donation with the understanding that your child receives a direct benefit (like reduced tuition), it's not a legitimate charitable donation for tax purposes.