I missed the tax filing deadline. What should I do now?

Thanks for the info. I'm in the same boat but I'm 99% sure I owe money. Is there some kind of payment plan option if I can't pay it all at once?

Yes, the IRS offers several payment options if you can't pay your tax bill in full. You can apply for an installment agreement directly on the IRS website, which allows you to make monthly payments. For smaller tax debts (under $50,000), the online application process is quite straightforward. If you're facing financial hardship, you might also qualify for an Offer in Compromise, which lets you settle your tax debt for less than the full amount. However, these are harder to qualify for and require providing detailed financial information to prove your situation.

Does it actually work with complicated situations? I have self-employment income plus a W-2 job and I'm also late filing.

I'm skeptical about AI tax tools. How accurate is it compared to something like TurboTax or H&R Block? Does it actually understand tax law nuances?

It handles complicated situations really well. I had both W-2 income and 1099 contract work, and it properly sorted through everything, including helping identify deductions for my self-employment that I would have missed. As for accuracy compared to the big tax software companies, I was impressed. It caught a deduction that TurboTax missed when I tried both. The AI seems to be trained on actual tax regulations and IRS publications rather than just following a simple decision tree like some tax programs do. It explained the reasoning behind each recommendation, citing specific tax code sections.

Wait, how does this actually work? Seems kind of sketchy. Do they have access to your tax info?

Yeah right. Nothing gets you through to the IRS faster. This sounds like a scam that just takes your money and gives you nothing in return.

They don't access any of your tax information at all. The service works by using automated technology to wait on hold with the IRS for you. When they finally get through to an agent, they call you and connect you directly. You're the only one who talks to the IRS agent - Claimyr just handles the hold time. I was super skeptical too at first. I thought it would be some kind of scam, but it actually works exactly as advertised. I got connected to an IRS agent in about 90 minutes (while I went about my day) instead of wasting 3+ hours on hold myself. They don't see your tax info or even hear your conversation - they're just solving the hold time problem.

Seriously? So many people just left money on the table? That's crazy! Is there anything special we need to do when filing super late, like 2+ years late?

Nope, there's nothing special you need to do for filing super late returns. You use the same forms that were applicable for that tax year (which is important - you need to use 2024 forms for 2024 taxes, not current year forms). The only real difference is you typically can't e-file tax returns from more than 3 years ago, so you'd need to mail in physical forms. The amount of unclaimed refunds is shocking, right? Most of it is from people who earned too little to be required to file but would have received refundable credits if they had filed. A lot of college students and part-time workers fall into this category.

The deadline for IRA contributions for a tax year is always the original tax filing deadline (usually April 15 of the following year), regardless of whether you file for an extension or file late. So unfortunately for 2024 taxes, that deadline passed in April 2025. You can still make IRA contributions now, but they'll count toward the 2025 tax year.