Best websites for filing 2023 tax extension returns? Looking for options!

The good news is you're not in too deep at all! For filing 2023 taxes now (after getting an extension), you actually have several options: FreeTaxUSA allows you to file prior year returns and is much more affordable than TurboTax. Their interface walks you through everything step by step, and they support 2023 returns. If you're still a dependent with just W-2 income, this might be your best bet. Cash App Taxes (formerly Credit Karma Tax) might also work for your situation and is completely free, though I'm not 100% sure about their prior year support. The IRS Free File program partners might also be an option depending on your income level - some of them support prior year returns. If you really want to file on paper, you can still use tax software to calculate everything and then just print the forms rather than e-filing. This gives you the benefit of the software's guidance while fulfilling the paper requirement for prior years. Just remember that any prior year return (2023) will need to be mailed in regardless of which software you use - electronic filing is generally only available for current year returns.

After struggling with filing past-due taxes last year, I discovered https://taxr.ai and it was a game changer! It analyzed my tax documents (including W-2s and 1040 forms) and guided me through the filing process for my prior year returns. What I liked most was that it actually explained things in plain English instead of tax jargon. I was in a similar situation - had multiple W-2s from different jobs and was still technically a dependent. The site helped me identify some deductions I would've completely missed on my own. They have this document analysis tool that scans your forms and pulls all the important numbers automatically.

Just wanted to follow up about my experience with taxr.ai since I was initially skeptical. I decided to give it a try after struggling with paper forms and was honestly impressed. The document scanner feature saved me hours of manual data entry – it pulled all the information from my W-2s correctly on the first try. The explanations were actually helpful and I could tell it was checking for errors and inconsistencies as I went along. The system flagged that I had entered one of my jobs as contractor work but had a W-2 (my mistake!), which could have caused issues. Definitely more thorough than I expected and way less stressful than trying to figure everything out on my own.

If you get stuck or have questions during the filing process, trying to reach the IRS directly can be a nightmare. I spent HOURS on hold last year trying to get clarification about my extension filing. Then I found https://claimyr.com which connects you directly to an IRS agent without the endless hold times. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c I was amazed when they got me talking to an actual IRS representative in about 20 minutes, when I had previously waited on hold for 2+ hours and eventually gave up. The agent walked me through exactly what I needed to do with my extension and answered questions about my W-2s that the tax software couldn't address.

I need to publicly eat my words here. After calling the IRS unsuccessfully for THREE DAYS (kept getting disconnected after 1-2 hour holds), I decided to try Claimyr out of desperation. I was connected to an actual IRS agent in about 25 minutes. The agent confirmed my filing status questions about being claimed as a dependent while having multiple W-2s (similar to the original poster's situation). She also explained exactly what forms I needed and where to mail my 2023 return. I'm still shocked it actually worked. The time saved was absolutely worth it, especially with the October 15 extension deadline coming up. Sometimes you have to admit when you're wrong!

TaxSlayer has worked great for me for prior year returns! Their interface is straightforward and they charge way less than TurboTax. I used it last year for a similar situation (had filed an extension and then needed to submit). One thing to remember: if you owe any money for 2023, you'll likely have some penalties and interest since those continued accruing even with the extension. The extension only gives you more time to file, not more time to pay. The software should calculate this for you though.

Just want to throw in another option that nobody's mentioned yet - the IRS has VITA (Volunteer Income Tax Assistance) sites that can help file prior year returns for FREE if you make under $60,000. Since you're still a dependent, you might qualify.