Need help with IRS tax extensions for multiple years (2016, 2023, 2024) and owed taxes - overwhelmed!

Woah, that's a lot to handle! I've dealt with extensions before, but not for multiple years like that. Have you tried calling the IRS directly? They might be able to guide you through the process.

Listen up, I've been down this road before and I've got some advice for you: 1. File Form 4868 for the current year (2023) extension. This gives you until October 15th to file. 2. For 2016, you're gonna need to file a past due return ASAP. No extension available for that far back. 3. 2024? You can't file an extension for a future year. Wait until next year for that. 4. For the taxes you owe, include a payment with your extension request if possible. This'll help avoid penalties. 5. Use the IRS Free File if your income is below $73,000. 6. Consider getting professional help if you can afford it. This situation sounds complex. Remember, filing an extension only gives you more time to file, not more time to pay. Good luck!

man, the IRS is such a joke. why do they make everything so complicated? its like they want us to mess up so they can fine us more 🤡

Hey, I found a way to actually get someone on the phone at the IRS. I used this site's (claimyr.com) calling tool that dials the phone menu, stays on hold, waits for a live agent to pick up, then sends the call to my phone. It does cost $20, but it works. Here's a video about it: https://youtu.be/bA59vpIwDRU

Have you considered using tax preparation software? Some of them have features to help with extensions and past due returns. Might be worth looking into.

WHATEVER YOU DO, DON'T IGNORE THIS!!! I made that mistake and ended up owing waaaaay more in penalties. Deal with it now, future you will thank present you.

idk much about taxes but sending good vibes your way OP 🙏 adulting is hard