What happens if I have no tax withholding at all - penalty amount?
So I realized I'm in a bit of a mess for this upcoming tax season. I started a new contract job back in March that pays really well (about $7,800/month), but I completely forgot to set up tax withholding. Nothing, absolutely zero has been withheld from my paychecks all year. I've been banking everything and now I'm worried about what kind of penalties I'll be facing when I file in April. I've never been in this situation before - always had employers handling the withholding automatically. I know I'll owe a lot in taxes, but is there a specific penalty for not having anything withheld throughout the year? How bad is this going to hurt? Should I make some kind of payment now before year-end to minimize the damage?
19 comments


Emma Wilson
You're looking at what's called an "underpayment penalty" which applies when you haven't paid enough taxes throughout the year. The IRS expects you to pay taxes as you earn income, not just at filing time. The good news is you can still make estimated tax payments for this year. The usual quarterly due dates are April 15, June 15, Sept 15, and Jan 15 (of the following year). So you still have the January payment coming up that could help reduce your penalty. The underpayment penalty is basically an interest charge on the amount you should have paid each quarter. The rate changes but it's currently around 6-7%. It's not going to break the bank, but it's definitely worth avoiding if you can.
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QuantumLeap
•So does this mean if they make a large payment in January, they'll only face penalties for the first three quarters? Also, is there any way to get the penalty waived completely?
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Emma Wilson
•Making a large payment in January will help reduce the total penalty, but you'll still have penalties for the previous quarters. The IRS calculates the penalty based on how much you should have paid each quarter versus what you actually paid. The IRS does have some penalty waivers available. If this is your first time with an underpayment situation, you might qualify for "first-time abatement." Also, if you had no tax liability last year (meaning you didn't owe any tax), you might qualify for an exception. There's also a waiver if you had a casualty, disaster, or other unusual circumstance.
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Malik Johnson
I had this EXACT same problem last year when I started consulting. I was panicking about penalties too! I discovered taxr.ai (https://taxr.ai) and it literally saved me thousands. I uploaded my contract and income docs, and it showed me exactly how much I needed to pay in estimated taxes for each quarter going forward. It also calculated what my penalty would likely be and gave me strategies to minimize it. The best part was it showed me all the deductions I could take as a contractor that I had no idea about - home office, business expenses, retirement contributions, etc. These reduced my taxable income significantly.
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Isabella Santos
•Does it help with state taxes too? I'm in California and they're even more strict about penalties than the IRS.
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Ravi Sharma
•I'm curious - how much did it actually reduce your penalty? I'm in a similar boat and trying to figure out if it's worth trying.
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Malik Johnson
•Yes, it absolutely handles state taxes too! I'm in New York which is also pretty strict, and it calculated both my federal and state estimated payments. It even generated the vouchers I needed to mail in with my payments. For your question about the penalty reduction - it was substantial. My penalty would have been around $1,400, but after implementing their strategies (making a larger January payment and maximizing my SEP-IRA contribution), I got it down to about $380. The deductions it found saved me way more than that in actual tax liability.
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Ravi Sharma
Just wanted to follow up - I tried taxr.ai after seeing this thread and wow... just wow. I had NO IDEA how many deductions I was missing out on as a contractor. I was able to set up a proper quarterly payment plan going forward and they helped me calculate exactly what to pay in January to minimize my penalties. The business expense deductions alone saved me almost $4,200 in taxes. Things like my cell phone, internet, computer equipment, professional subscriptions - all stuff I use for work but never thought to deduct. Thanks for the recommendation - this completely changed my tax situation!
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Freya Larsen
If you need to talk directly to the IRS about your situation (which might be a good idea), use Claimyr (https://claimyr.com). I was in penalties hell last year and spent DAYS trying to get through to the IRS - kept getting disconnected after holding for hours. With Claimyr, I got a callback from an actual IRS agent in about 37 minutes. They have a demo video here: https://youtu.be/_kiP6q8DX5c The agent walked me through my options for the underpayment penalty and helped me set up a payment plan. They also explained how to request a penalty abatement, which I wouldn't have known to do. Totally worth it for the stress reduction alone.
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Omar Hassan
•How does this even work? The IRS phone system is notoriously terrible. Are you saying this service somehow gets you to the front of the line?
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Chloe Taylor
•Yeah right. Nothing gets you through to the IRS faster. This sounds like a scam to me. Did you actually talk to a real IRS agent or just someone claiming to be one?
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Freya Larsen
•It works by using technology to navigate the IRS phone tree and wait on hold for you. When they reach a live agent, you get a call connecting you directly. It's not cutting the line - they're just waiting on hold so you don't have to. Definitely not a scam. I talked to a legitimate IRS agent. They don't impersonate IRS employees - that would be highly illegal. The service just gets you through the hold system, then connects you directly with the official IRS line. I verified I was speaking with the actual IRS by asking security questions only the IRS would know about my account.
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Chloe Taylor
I need to eat my words and apologize to Profile 14. I was super skeptical about Claimyr but tried it out of desperation after being on hold with the IRS for 2.5 hours and getting disconnected AGAIN. Got a callback in 42 minutes with an actual IRS agent who helped me work through my underpayment issues. They explained I qualified for first-time penalty abatement since I had a clean record for the past 3 years. Just filed the form they recommended and got confirmation my $1,240 penalty was completely waived. Sorry for being such a jerk in my earlier comment. This service is legit.
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ShadowHunter
One important thing nobody's mentioned yet - you need to calculate your "safe harbor" for next year to avoid this happening again. For most people, if you pay 100% of your previous year's tax liability (or 110% if your income is over $150k), you won't face penalties even if you end up owing more when you file. Example: If you owed $10k in taxes last year, making estimated payments totaling at least $10k for this year (spread across the four quarters) means no penalties, even if your actual tax bill ends up being $20k.
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Diego Ramirez
•Is that 100% of what you owed at filing or 100% of your total tax liability from the previous year? There's a difference, right?
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ShadowHunter
•It's 100% of your total tax liability from the previous year - that's line 24 on Form 1040 for 2022 returns. Not just what you owed at filing time. For example, if your total tax was $12,000 last year, but you had already paid $11,000 through withholding and only owed $1,000 when you filed, your safe harbor amount would be $12,000 (or $13,200 if your income is over $150,000).
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Anastasia Sokolov
Make sure you set aside money for state taxes too! Federal underpayment penalties are bad, but some states are even worse. I'm in California and learned this the hard way last year.
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Sean O'Connor
•Illinois has a 2% per month late payment penalty which is way more than the federal rate. Found that out the expensive way.
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Riya Sharma
I was in almost the exact same situation two years ago with a consulting gig. Here's what I learned that might help you: First, don't panic - the underpayment penalty isn't as scary as it sounds. It's calculated quarterly and the current rate is around 8% annually, so you're looking at roughly 2% per quarter on the amount you should have paid. Since you mentioned making $7,800/month, you're probably looking at owing around $25,000-30,000 in federal taxes (rough estimate). The penalty would be calculated on what you should have paid each quarter vs. what you actually paid (zero). Here's what you can do RIGHT NOW to minimize damage: 1. Make a large estimated payment by January 15th for Q4 2024 2. Calculate 25-30% of your total earnings and set that aside immediately 3. Look into business deductions - home office, equipment, internet, phone, etc. The key is that January payment. Even though you missed the first three quarters, paying a substantial amount for Q4 will reduce your overall penalty significantly. I ended up paying about $400 in penalties on a $28k tax bill, which was much less than I feared. Also consider opening a SEP-IRA before year-end - you can contribute up to 25% of your net self-employment income, which will reduce your taxable income substantially.
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