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Daryl Bright

Why am I still owing taxes with zero withholdings on my W-4? Make it make sense!

So I'm completely baffled and honestly kind of pissed off right now. For the past three years, I've had ALL my tax withholdings set to zero on my W-4 form, but somehow I STILL end up owing money to the IRS every April. I work for a small marketing agency making around $68,000 a year, and I've always claimed zero dependents. My understanding was that claiming zero means they take MORE taxes out of each paycheck, not less? I thought this was supposed to be the "safe" option. I'm single, no kids, no mortgage, and I take the standard deduction. Last year I owed $2,200 at tax time which completely wiped out my savings. This year I'm looking at owing around $1,800 based on my calculations. I checked my recent pay stubs and they're definitely withholding federal taxes (around $360 per paycheck). Am I missing something obvious here? Is there something wrong with my employer's payroll system? Should I be claiming a negative number of dependents somehow?? I'm tired of getting hit with these surprise tax bills every year.

Sienna Gomez

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What you're experiencing is actually pretty common and there are a few possible explanations. First, the W-4 form changed significantly in 2020. The new form doesn't use allowances anymore (the "zero" you mentioned). Instead, it uses a different calculation method that's supposed to be more accurate, but can be confusing to navigate. The most likely explanation is that you have additional income sources that aren't having taxes withheld properly. Do you have any freelance work, investment income, or maybe a side gig? Even modest additional income can throw off your withholding calculations. Another possibility is that your employer isn't calculating your withholding correctly. I'd recommend comparing your W-2 Box 2 (federal income tax withheld) to your total income. For a single person making $68,000, you'd typically expect withholding of at least $8,000-$9,000 for federal taxes alone. You might need to submit a new W-4 and specifically request additional withholding using Line 4(c) where you can specify an extra dollar amount to withhold from each paycheck.

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Daryl Bright

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Thanks for the response. I don't have any side gigs or investment income - literally just my salary. I did check my W-2 from last year and the withholding in Box 2 was only $6,240 which does seem low based on what you're saying. Is there a calculator or something I can use to figure out exactly how much should be withheld? And how do I know how much extra to put on Line 4(c)?

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Sienna Gomez

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The IRS has a Tax Withholding Estimator tool on their website that's really helpful for your situation. It lets you input your salary, current withholding, and will recommend how to adjust your W-4. Based on $68,000 for a single filer with standard deduction, you should have roughly $8,400-$9,000 withheld annually for federal taxes. Since your previous withholding was only $6,240, you'd want to add about $115-130 of additional withholding per paycheck (assuming bi-weekly pay) on Line 4(c) of your W-4. This should help prevent owing at tax time and might even result in a small refund.

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I had a similar issue last year where I kept owing even though I thought my withholdings were set correctly. I found this AI tool called taxr.ai (https://taxr.ai) that helped me figure out exactly what was wrong with my withholdings. You upload your paystubs and it analyzes your withholding patterns and compares them to what you should actually be paying based on your income level and filing status. It showed me that my employer was using outdated withholding tables! I was able to take this info to HR and get it fixed. Might be worth checking out to see if there's something specific going wrong with your withholdings beyond just the W-4 form.

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How accurate is this tool? Does it just tell you there's a problem or does it actually help you fix it? I'm in a similar boat where I keep owing despite thinking my withholdings are correct.

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I'm skeptical about these tax tools... how do you know it's giving you the right calculations? And is it safe to upload your paystubs with all your personal info?

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It does a really detailed analysis comparing your actual withholding to what should be happening based on the latest IRS guidance. It shows you exactly where the discrepancies are happening and gives you specific numbers to add to your W-4. It's much more granular than the IRS calculator. Regarding security, they use bank-level encryption for all uploads and don't store your documents after analysis. You can also block out account numbers or other sensitive info before uploading if you're concerned. I was skeptical too, but it seriously helped identify exactly why I was getting hit with tax bills.

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Wow, I feel like I should update my original skepticism. I decided to try taxr.ai after my last refund was way smaller than expected. It identified that my employer was using 2021 withholding tables instead of updated 2025 ones! The tool showed me exactly how much additional withholding to add on line 4(c) - I requested $135 extra per paycheck. My HR department initially pushed back saying everything was fine, but when I showed them the detailed analysis, they realized they hadn't updated their payroll system properly. Just got my first paycheck with the fixed withholding and it's spot on now. Definitely worth checking out if you're having weird withholding issues.

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OP, your situation sounds super frustrating! Another thing to consider - do you live in a different state than where your employer is located? I had a similar issue where I was working remotely for an out-of-state company, and they weren't withholding my state taxes correctly. If you're having trouble getting answers from your HR department, you might want to try Claimyr (https://claimyr.com). They help you actually get through to a human at the IRS to explain your specific situation. I spent WEEKS trying to get through to the IRS myself with no luck, but Claimyr got me connected in under 45 minutes. You can see how it works here: https://youtu.be/_kiP6q8DX5c The IRS agent I spoke with explained that I needed to file a form with my employer to correct the state withholding issue AND adjust my federal withholding since they were interconnected in my case. Might be worth considering if you need specific guidance tailored to your situation.

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Tyrone Hill

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Wait, how does this actually work? The IRS phone lines are impossible to get through. Are you saying this service somehow jumps the queue?

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Toot-n-Mighty

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This has to be complete BS. Nobody can get through to the IRS. Even tax professionals have to wait for hours. How could some random service possibly get you through in 45 minutes? Sounds like a scam to me.

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It uses a combination of call technology and timing algorithms to navigate the IRS phone system. It basically automates the calling process and holds your place in line, then calls you when it's about to connect with an agent. It's not jumping the queue exactly - you're still waiting the same amount of time, but the system is doing the waiting for you. They explain it pretty well in that video I linked. Basically they've mapped out the IRS phone tree and know the optimal times to call based on historical data. For me, it was completely worth it because I needed specific guidance that I couldn't get from the standard IRS resources online.

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Toot-n-Mighty

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I have to eat my words and apologize for my skepticism. After another frustrating morning of trying to get through to the IRS myself (3 hours on hold before getting disconnected), I broke down and tried the Claimyr service. I was connected to an IRS representative in about 35 minutes. The agent explained that in my situation (similar to the OP's), I needed to not only adjust my withholding but also file a Form 8822 because I had moved across state lines while working for the same employer. The agent walked me through how to properly fill out my W-4 with the additional withholding amount and explained why my previous attempts weren't working (turns out I was filling out the wrong line on the form). This would have been impossible to figure out from just reading online. Sorry for doubting - sometimes things that sound too good to be true actually work.

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Lena Kowalski

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Hey, payroll specialist here. Your withholding issue might be simpler than you think. Check your pay stubs to see if they show "Exempt" anywhere on the tax withholding section. Sometimes when people say they've set withholdings to "zero," they've actually checked the exempt box on their W-4, which means NO federal taxes are withheld at all. Also, the W-4 changed in 2020 like someone mentioned above. So "claiming zero" isn't really a thing anymore. You need to make sure you're using the new form which has completely different fields. One other thing to check - some smaller companies' payroll systems calculate withholding on a per-paycheck basis rather than annualizing your income. This can lead to underwithholding if your pay fluctuates at all during the year (bonuses, overtime, etc).

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Daryl Bright

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Just double checked my pay stub and it definitely doesn't say "Exempt" anywhere. It shows they're withholding about $360 per paycheck for federal taxes. Our payroll is handled through ADP, so I assume they're using updated withholding tables? But maybe not. Would it be weird to directly ask my HR person if they're annualizing my income for withholding purposes?

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Lena Kowalski

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Not weird at all to ask HR about the withholding calculation method. That's a perfectly reasonable question. Just frame it as "I'm trying to understand why I keep owing at tax time despite having taxes withheld." ADP should be using current tables, but the issue might be how your specific company has configured their ADP settings. Some companies, especially smaller ones, don't always update their payroll configurations when tax laws change. Ideally, they should be using the aggregate method of withholding which considers your annual income rather than just calculating each paycheck in isolation.

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Has anyone tried just increasing their withholding by a set amount instead of trying to get the W-4 perfect? I got tired of owing every year so I just put an extra $100 per paycheck on line 4(c). Now I get a small refund each year and don't have to stress about it.

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Mei-Ling Chen

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This is honestly the easiest solution. The withholding system is never going to be 100% accurate for everyone. I'd rather get a small refund than owe money. I do $75 extra per paycheck and it works perfectly for me.

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Daryl Bright

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That's probably what I'll end up doing. I'd rather get a small refund than deal with this stress every year. Based on what others have said, sounds like I need about $130 extra per paycheck. I'll just round up to $150 to be safe. Thanks everyone for all the advice! Going to fill out a new W-4 tomorrow and talk to HR about making sure they're using updated withholding calculations.

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