Hey Diego, I feel your pain - I've been in a similar situation before. The key thing is to act fast now. Since you can't get a retroactive extension, your best bet is to file your return ASAP to minimize the failure-to-file penalty. Here's what I'd recommend: 1) File immediately, even if you can't pay the full amount owed. The failure-to-file penalty is much steeper than the failure-to-pay penalty. 2) Pay as much as you can when you file to reduce interest charges. 3) If you have a clean filing history for the past 3 years, definitely look into First Time Penalty Abatement after you get your penalty notice from the IRS. Don't beat yourself up too much - life happens and you're taking action now. The penalties aren't fun but they're manageable, especially if you qualify for penalty abatement. Good luck!

Don't panic, Diego! While you can't get a retroactive extension, you're not completely out of options. The most important thing right now is to file your return immediately - every day you wait, the failure-to-file penalty keeps growing. Here's your action plan: 1) File your 2024 tax return ASAP using whatever method is easiest for you (tax software, paper, or a tax professional). 2) Pay as much as you can afford right now, even if it's not the full amount - this will reduce the failure-to-pay penalty and interest charges. 3) Once you get your penalty notice from the IRS, look into First Time Penalty Abatement if you've been compliant for the past 3 years. The failure-to-file penalty is typically 5% of your unpaid taxes per month (up to 25%), so time is really of the essence. If you end up owing a refund, there's actually no penalty for filing late - only if you owe money. Job changes and moves are stressful, and while the IRS doesn't typically consider these "reasonable cause," focusing on damage control now is your best bet. You've got this!

Been banking with Chime for 3 years and can confirm they're super fast with deposits! But yeah, the IRS doesn't actually send anything on weekends. Last year my deposit date fell on a Sunday and I got it the Friday before around 3pm. With Presidents Day this year though, you're probably looking at Tuesday the 18th like others said. The waiting game is brutal but at least Chime won't hold it up once the IRS releases it!

I've been through this exact situation with Chime before! The key thing to remember is that while Chime is great at processing deposits quickly once they receive them, the IRS still follows federal banking rules. They don't initiate ACH transfers on weekends or federal holidays. Since your deposit date is Saturday the 16th and Monday the 17th is Presidents Day, the IRS will most likely send your refund on Friday the 15th (which means you could see it Thursday night or Friday morning with Chime's early deposit) or Tuesday the 18th. I'd lean toward Friday since the IRS usually tries to get refunds out before the scheduled date when weekends are involved. Keep checking your account Thursday evening!

Has anyone actually SEEN the withholding tables the IRS uses? I'm curious how much difference there really is between the different options. I checked "single" even though I'm married just to avoid owing (my husband does "married") and now we get huge refunds which isn't ideal either.

I've been following this thread and wanted to share my experience since I dealt with the exact same frustrating cycle for about 4 years. What finally worked for me was using the IRS Tax Withholding Estimator mid-year (around July) rather than trying to fix it at the beginning of the year. The key insight I learned is that if you're already halfway through the tax year and realize you're going to owe, you need to calculate how much extra withholding you need for the REMAINING pay periods, not the whole year. So if you need an extra $1,200 withheld and you have 10 paychecks left, you need to add $120 per paycheck, not divide $1,200 by 26 pay periods. Also, I'd definitely recommend the "Married but withhold at higher single rate" option that everyone's mentioning. We switched to that two years ago and it solved about 90% of our underwithholding problem. The remaining 10% we handle with a small additional withholding amount that we recalculate each July using the estimator tool.

Am I the only one who thinks it's weird that we have to ask for EXTRA money to be taken out of our paychecks?? The whole system is so messed up. The IRS already knows how much we should be paying, why make it so complicated???

This is definitely frustrating, and you're right to be concerned. Your employer is legally required to follow the withholding instructions on your W-4, including any additional withholding amounts you've requested. Here's what I'd recommend: 1. **Gather your documentation** - Make sure you have a copy of the signed W-4 showing the $40 additional withholding request, and collect all your pay stubs showing the missing withholding. 2. **Contact payroll immediately** - This could be a simple processing error. Bring your W-4 copy and ask them to explain why the additional withholding isn't appearing on your pay stubs. 3. **Request immediate correction** - If it was an error, ask them to fix it for future paychecks AND to make a catch-up withholding for the missed amounts ($40 x number of paychecks missed). 4. **Get everything in writing** - Document all conversations with dates, names, and what was discussed. If your employer refuses to comply, you may want to contact your state's labor department, as this could be considered a payroll violation. The IRS doesn't directly handle employer compliance issues, but proper documentation will help if you face underpayment penalties at tax time. Don't panic about owing taxes yet - focus on getting this fixed for the remaining pay periods this year, and you might be able to make up most of the difference.

Have you tried contacting a Taxpayer Advocate? They're supposed to help when normal channels aren't working! I'm worried about your quarterly issue causing cascading problems if it's not resolved quickly. Would your accountant be able to help navigate this? So frustrating that our tax system makes it this difficult to just talk to someone!

I feel your frustration! As someone who's dealt with similar IRS phone issues, I found success with a few strategies: First, try the automated callback feature when available - you can request a callback instead of waiting on hold. Second, consider faxing your inquiry to the Business & Specialty Tax Line at 855-641-6935 with your specific discrepancy details and contact info. Third, if this is truly time-sensitive for your estimated payments, you might qualify for Taxpayer Advocate Services (mentioned by others) - they have authority to expedite cases that could cause financial hardship. Also, check if your issue can be resolved through your online IRS account or by mailing Form 843 if it's about penalties/interest. Document everything for your records!