Paper filing tax returns - do I need to staple all forms together when mailing?

What about those little paper fasteners with the metal prongs that go through the punched holes? Would those work better for thicker returns? And do you need to include a cover sheet or anything?

Those fasteners with prongs aren't recommended because they make it harder for IRS processing centers to scan your documents. They actually have to remove all fasteners before processing, so simple staples are easiest for them. You don't need a cover sheet. Just make sure Form 1040 is on top, and everything is in the correct order behind it. If you're including a payment, attach the payment voucher (Form 1040-V) with your check to the front of the return, but don't staple the check itself.

Does it work for state returns too? I have some unusual deductions on my state return but my federal is pretty straightforward.

I'm kinda skeptical it can handle really niche tax situations. Like I have foreign income and a home office deduction plus some weird capital losses from an investment gone bad. Can it really handle all that?

Yes, it definitely handles state returns too! It actually makes the unusual deductions way easier since it identifies eligible ones you might miss. For complex situations, that's actually where it shines most. It's specifically designed for complicated tax scenarios like foreign income, home office, and investment losses. It analyzes all your docs and identifies the exact forms you need, then fills them out properly so you can e-file even with those unusual situations.

Wait, how does this actually work? I've tried calling the IRS so many times and just get the "we're experiencing high call volume" message and they hang up on me.

This sounds too good to be true. The IRS is impossible to reach. You're telling me some random service can magically get through when millions of people can't? I'll believe it when I see it.

It uses a technology that continually redials and navigates the IRS phone system automatically until it gets through to an agent. Then it calls you and connects you directly to that agent. No more waiting on hold or getting disconnected. It's definitely real. I was skeptical too at first, but it works because most people give up after being on hold, whereas this system just keeps trying until it gets through. It saved me hours of frustration when I needed to check on my refund status.

Is that necessary even for regular returns with no balance due? Or just if you're sending a payment with the return?

I recommend it for any paper-filed return, whether you owe money or not. If you're due a refund and the IRS has no record of your return, you'll face delays getting your money and potential headaches proving you filed on time. For returns with payments, it's absolutely essential because you'll want proof they received your payment. The certified mail receipt is recognized as legal proof of timely filing, which matters if there are ever questions about penalties or interest.

Most commercial tax software handles Schedule C, 1099s and home office deductions just fine for e-filing. It's usually more specialized forms like Form 8949 with lots of transactions, Form 3115 (accounting method changes), Form 8838 (consent to extend time), or amended returns with specific attachments that can cause e-filing issues.

Great point about the barcodes! I didn't even think about that. Quick question - when you scan your forms before mailing, do you scan them as individual pages or as one big PDF? I'm wondering what would be easier to work with if I need to reference something later or if the IRS asks for clarification on anything.

I personally scan each page individually but save them all in one folder labeled with the tax year. That way if I need to quickly find just my W-2 or a specific schedule, I can grab it without scrolling through a huge PDF. But I also create one master PDF of the complete return for my records. Takes a few extra minutes but it's saved me so much time when I've needed to reference something later. The individual scans are also handy if you ever need to email just one form to someone like an accountant or if the IRS requests a specific document.

For mailing thick returns, definitely use a large manila envelope or even a padded envelope - don't fold your tax forms! The IRS processing machines can have trouble with folded documents, and you don't want creases going through important information or barcodes. A 9x12 manila envelope should handle most returns, even thick ones. You don't need to include a self-addressed stamped envelope. The IRS will contact you directly if they need anything, either by mail to your address on file or through notices sent to the address on your return. They typically don't send acknowledgment letters for regular returns anyway - you'll just get your refund (if due) or a bill (if you owe additional tax after processing). Just make sure your mailing address is clearly written on the return itself and matches what you have on file with the IRS. Good luck with either the taxr.ai route or paper filing!

That's a really good point about writing your SSN on every form! I never would have thought of that but it makes total sense if pages get separated. Quick question - do you write it by hand or is there a way to add it when printing the forms? I'm always worried about my handwriting being illegible and causing issues. Also, thanks for mentioning the different mailing addresses - I was just going to use whatever address I found first online, but I'll definitely check the Form 1040 instructions to make sure I'm sending to the right processing center.