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Alina Rosenthal

Should I worry about owing $500-$1000 in taxes every year? Is this normal?

So tax season is almost over and I'm feeling a bit frustrated. This year our federal tax bill came to $2,235, with a state refund of $1,470, leaving us still owing $765 total after everything. My wife and I file married jointly, have a home mortgage, and our combined income was about $125,000 last year. What's going on here? Is owing this amount of money normal or did we mess something up? What's weird is that literally NONE of my coworkers or family members ever end up owing - they all brag about their refunds every spring. It's honestly getting annoying to be the only one writing a check to the IRS instead of getting a deposit lol. Just checked both of our W-4 forms at work and realized we probably need to adjust our withholding. Still, is it actually bad to owe the IRS money each year in this range? Or am I stressing over nothing?

Owing taxes isn't necessarily bad at all! In fact, it can be financially smarter than getting a big refund. When you get a refund, that essentially means you've given the government an interest-free loan throughout the year. The ideal situation is to come close to breaking even (owing very little or getting very little back). Your $765 owed is actually pretty reasonable on a $125k income - it's less than 1% of your annual earnings. Many financial advisors would say you're doing it right! That said, if you prefer not to owe at tax time, you can certainly adjust your W-4 withholdings. The IRS has a Tax Withholding Estimator tool on their website that can help you figure out exactly what to put on your W-4s to get the outcome you want next year. The main thing to avoid is owing so much that you face underpayment penalties (generally if you owe more than $1,000), but you're right at that borderline.

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But doesn't owing mean you didn't pay enough during the year? I always thought getting a refund meant you were being responsible with your taxes while owing meant you were falling behind.

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Not at all! Owing a small amount just means you kept more of your own money in your pocket throughout the year instead of overpaying. Think of it this way: if you get a $2,000 refund, that means you overpaid by about $167 per month - money you could have used for your own expenses or investments. The key is to withhold just enough to cover your tax liability, not too much and not too little. The IRS doesn't pay you interest on your overpayments, so there's no advantage to overpaying, while owing a manageable amount at tax time (without penalties) is perfectly fine.

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I had the exact same issue last year and was stressing about it. Then I found this amazing tool called taxr.ai (https://taxr.ai) and it completely changed how I understand my tax situation. I uploaded my tax docs and it showed me exactly why I was owing every year. Turns out I had my W-4 withholding set incorrectly and was claiming too many allowances. The tool actually showed me exactly what to change on my W-4 to get closer to breaking even. The best part was it explained everything in plain English instead of confusing tax language! If you're worried about owing, give it a try. It analyzes your specific situation and gives personalized recommendations.

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Does it work if you have 1099 income too? I have both W2 and freelance income and always end up owing a ton.

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Sounds like another paid service. How much does it cost? And is it really better than just using the IRS withholding calculator?

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Yes, it definitely works with 1099 income! It actually helped me figure out how much I should be setting aside for quarterly estimated payments from my side gig, which was super helpful because I was always underpaying. The value compared to the IRS calculator is that it explains everything in simple terms and gives you more personalized advice. It shows different scenarios based on your tax situation and helps you understand WHY you're owing, not just how to fix it. I found it much more comprehensive and user-friendly than the IRS tools.

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Just wanted to update - I was skeptical about taxr.ai but decided to try it anyway. I'm actually really impressed! It showed me that my wife and I were both claiming "Married" on our W-4s without the "withhold at higher single rate" option checked, which was causing us to underwithhold. The tool showed us exactly what to adjust and explained that with dual incomes, the standard withholding tables often don't take the combined higher tax bracket into account. We updated our W-4s according to their recommendations, and our latest paychecks are now withholding about $80 more combined per month, which should put us right near breakeven next year. Definitely better than giving the government a huge interest-free loan, but also better than owing and stressing about it!

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If you're really concerned about the amount you owe, you should try Claimyr (https://claimyr.com). I was in a similar situation last year, couldn't figure out why I kept owing despite adjusting my W-4, and needed to talk directly to the IRS. Called for days but couldn't get through. Claimyr got me connected to an actual IRS agent in about 15 minutes! You can see how it works here: https://youtu.be/_kiP6q8DX5c. The agent explained exactly which additional withholding amount to put on line 4(c) of my W-4 to cover my specific situation. Turns out we had some investment income that was causing extra tax liability that wasn't being accounted for in regular withholding. Sometimes you just need to talk to a human at the IRS to get your specific questions answered.

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Wait, how does this actually work? The IRS phone lines are impossible to get through. Does it just keep calling for you or something?

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Bull. I don't believe any service can get through to the IRS that fast. I tried calling them for 3 weeks straight last year and never got through. Sounds like a scam to me.

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It basically uses an automated system to keep dialing the IRS and navigating through their phone tree until it gets a spot in line. Then it calls you and connects you directly to that spot instead of you having to wait on hold for hours. It's surprisingly simple but it works! And no, it's definitely not a scam. I was super skeptical too, but I was desperate after trying to get through for days. I figured it was worth a shot, and I was shocked when my phone rang and there was an actual IRS agent on the line. Saved me hours of frustration and actually solved my withholding problem.

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OK I need to admit I was wrong. After posting that skeptical comment I actually tried Claimyr out of frustration because I needed to ask about my amended return status. Within 20 minutes I was talking to an actual IRS representative. I honestly can't believe it worked. The agent was able to tell me exactly where my amended return was in processing and gave me a timeline for my refund. I'm usually the first person to call BS on these services, but this one actually delivered. Would have saved me so much time and frustration if I'd known about this sooner.

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Owing a little at tax time is actually a GOOD thing from a financial perspective! I'm a CPA and I always tell my clients that the goal should be to owe just under $1,000 come tax time. Think of it this way - if you're getting a big refund, you've essentially given the government an interest-free loan all year. That money could have been in your savings account or investment portfolio earning returns! The sweet spot is owing just under $1,000 because that's generally the threshold where the IRS might assess underpayment penalties. So you've kept as much of your money as possible throughout the year without crossing into penalty territory.

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What about the psychological factor though? I know financially it makes sense, but I LOVE getting a big refund. It feels like a forced savings account and I usually use it for something fun or a big purchase I've been putting off.

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That's actually a really good point! Personal finance isn't just about the math - psychology plays a huge role too. If getting a refund works as a "forced savings" mechanism for you and you enjoy that annual windfall, there's definite value in that approach for many people. I always tell clients to do what works best for their lifestyle and habits. For some people, the discipline of keeping that extra money each paycheck and investing it is tough. If you know you'd just spend that extra $50-100 per paycheck on random things, but would use a $1,200-2,400 refund for something meaningful, then by all means, set your withholding accordingly!

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Am I the only one who deliberately overwitholds so I get a big refund?? I know everyone says it's an "interest-free loan to the government" but honestly it's the only way I save money lol. I get about $3200 back every year and use it for vacation.

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You're definitely not alone! I do the same thing. With interest rates on savings accounts being so low for so many years, I didn't feel like I was missing out on much. And there's something really satisfying about getting that big deposit all at once.

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