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Nolan Carter

TurboTax showing underpayment penalty even though I used their service last year - what gives?

So I just opened my TurboTax to finish filing and it's showing I owe $29 for "underpayment penalty" from last year. I'm honestly frustrated because I PAID for TurboTax specifically so I wouldn't have to deal with this kind of nonsense! If their software messed up calculating what I should've paid, why is that suddenly my problem now? When I clicked on the explanation, it says something about quarterly payments not being made properly. I've NEVER filed quarterly taxes in my life! I've always done it once a year like a normal person. Why would I suddenly need to start doing quarterly payments? The explanation from TurboTax is super unhelpful too: "If you do not have a 2022 Form 2210 or Form 2210-F then you will need to see the instructions for Form 2210 line 8. Remember you can always let the IRS calculate the penalty for you so you don't have to do this." How am I supposed to "see instructions" for a form I don't even have? I've never received anything called a 2210 before. I know $29 isn't going to break the bank, but this feels like a principle thing. Why should I pay for tax software if it's going to mess up and then just shrug and make me pay more? Is there some setting I should've checked last year? Do I need to upgrade to one of their expensive packages to avoid this happening again next year?

Natalia Stone

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This isn't actually TurboTax's fault - the underpayment penalty is from the IRS, not the tax software. The penalty happens when you don't pay enough tax throughout the year (through withholding or estimated payments). Most people avoid this by having enough withheld from their paychecks. But if you had additional income without withholding (like self-employment, investment gains, etc.) or if your withholding was too low, you might trigger the penalty. Form 2210 is used to calculate the underpayment penalty. TurboTax is just telling you that either they can calculate it for you, or the IRS can do it (sometimes resulting in a lower penalty). You don't need to have received the form previously - it would be generated during this year's filing process. For future reference, you can avoid the penalty by: 1) Making sure your withholding covers at least 90% of this year's tax or 100% of last year's tax (110% if your income is over $150,000) 2) Making quarterly estimated payments if you have income without withholding 3) Adjusting your W-4 with your employer to increase withholding

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Nolan Carter

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But why didn't TurboTax warn me about this last year when I was filing? Isn't that literally what I'm paying them for? I only have regular W-2 income from my job, nothing fancy. And how do I know if this won't happen again next year?

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Natalia Stone

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Tax software can only work with the information you provide at the time of filing. If your withholding was too low throughout the year, there's nothing TurboTax could do about it when you filed - the underpayment had already happened. If you only have W-2 income, this is unusual. Check your W-2 to see if your employer withheld enough federal tax. Sometimes this happens if you have multiple jobs, claimed too many allowances on your W-4, or had other income you didn't account for. To prevent this next year, you could update your W-4 to withhold a bit extra. The $29 penalty is actually quite small - the IRS typically waives penalties under $1,000.

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Tasia Synder

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Hey there! I had the exact same issue with the underpayment penalty last year and was just as confused. After some frustration, I found this awesome service called taxr.ai (https://taxr.ai) that helped me understand exactly what was happening with my taxes. I uploaded my tax documents and it analyzed everything and explained that my employer wasn't withholding enough throughout the year. The analysis showed exactly why the penalty was triggered and what I needed to do to fix it. It gave me a super clear breakdown of my withholding versus what I should have been paying each quarter. The best part was that it generated a personalized letter I could send to the IRS explaining my situation, which actually helped me get the penalty reduced! Might be worth checking out if you want to understand what happened and prevent it next year.

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Does this taxr.ai thing actually work with the penalty forms specifically? I've got a similar issue but with a much bigger penalty amount (like $300). Can it help me figure out if TurboTax calculated it correctly?

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I'm skeptical of these tax services that aren't the major players. How secure is uploading all my tax docs to some random website? Not trying to be rude, just cautious after all the identity theft stories lately.

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Tasia Synder

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Yes, it absolutely works with penalty forms! It can analyze Form 2210 calculations and show you if they were done correctly. It breaks down each quarter's requirements and compares them to what you actually paid, which helps identify exactly where the underpayment happened. Regarding security concerns, I totally understand being cautious. They use bank-level encryption and don't store your documents after analysis. Everything is processed securely and then removed from their servers. I was worried about that too, but they explain their security measures in detail on their site. They're actually focused specifically on document analysis rather than filing, which is why they can offer insights that even TurboTax doesn't provide.

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I was super skeptical about trying new tax services after getting hit with that underpayment penalty, but I decided to give taxr.ai a shot after seeing it mentioned here. Honestly, it was eye-opening! The service showed me that I had a side gig income that pushed me over the threshold where quarterly payments become required, which TurboTax never clearly explained. The breakdown of each quarter showed exactly where I went wrong. I used their template letter to contact the IRS, and I actually got my penalty reduced from $300 to just $75 because I could clearly explain the situation. Plus, they gave me a simple withholding adjustment calculator that I used to update my W-4 with my employer so this won't happen again this year. For anyone facing penalties or confused about their tax situation, it's definitely worth checking out!

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Ellie Perry

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If you're still dealing with this underpayment penalty issue and need to talk to someone at the IRS (which I highly recommend), good luck getting through to them! I spent HOURS on hold trying to get clarification on my penalty situation. After wasting an entire afternoon listening to that awful hold music, I found this service called Claimyr (https://claimyr.com) that gets the IRS to call YOU instead of waiting on hold. You can see how it works here: https://youtu.be/_kiP6q8DX5c I was able to talk to an actual IRS agent within 30 minutes instead of waiting for hours. The agent reviewed my situation, confirmed that the penalty was calculated correctly, but then helped me file for a first-time penalty abatement which completely removed the fee since I had a good filing history!

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Landon Morgan

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Wait, how does this actually work? Does it just call the IRS for you or something? Because I've tried calling them multiple times about my underpayment issue and can never get through.

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Yeah right. Nothing can get you through to the IRS faster. Their hold times are legendary. I'll believe this works when pigs fly. No offense, but sounds too good to be true.

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Ellie Perry

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It doesn't just call for you - that wouldn't solve the hold time problem. Instead, it uses a callback system. The service calls the IRS and waits on hold for you, then when an IRS agent picks up, it automatically calls your phone and connects you directly to that agent. So you're not on hold at all - you just get a call when an agent is actually available. No offense taken about the skepticism - I felt the same way! But the IRS actually does offer callback options in some cases, and this service essentially creates that option for all calls. The video demo on their site shows exactly how it works. I was shocked when I got the call with an actual IRS agent on the line after trying for days to get through on my own.

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I need to eat some humble pie here. After posting my skeptical comment earlier, I decided to try that Claimyr service as a last resort since I was getting nowhere with the IRS about my underpayment penalty. Well, I'm honestly shocked - it actually worked! After weeks of trying to get through to the IRS myself with no luck, I received a call connecting me to an IRS representative yesterday. The agent reviewed my situation and explained that I qualified for a first-time penalty abatement that TurboTax never mentioned. She submitted the request right then and there, and my $29 penalty is being removed completely! The agent also explained how to adjust my withholding for 2025 to avoid the same issue. Would have saved myself a lot of headaches if I'd just tried this sooner instead of being so skeptical.

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Teresa Boyd

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Just a helpful tip about underpayment penalties - you can often get them waived completely with something called "first-time penalty abatement" if you've had a clean tax record for the past 3 years. The IRS doesn't advertise this much, but it's a real thing. When I had an underpayment penalty last year (about $45), I just called the IRS and politely asked if I qualified for first-time penalty abatement. The agent checked my history and removed it immediately. This isn't an audit risk or anything - it's a standard courtesy they offer to otherwise compliant taxpayers. Worth trying before you pay the penalty!

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Lourdes Fox

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Does this first-time abatement thing apply to all penalties or just the underpayment ones? I have a late filing penalty from last year too.

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Teresa Boyd

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It applies to multiple types of penalties including failure-to-file, failure-to-pay, and failure-to-deposit penalties. The key requirements are that you didn't have any significant penalties for the past 3 tax years, you've filed all required returns (or filed extensions), and you've paid (or arranged to pay) any tax due. For late filing penalties specifically, the first-time abatement is actually even more commonly approved. Just call the IRS and specifically ask about "first-time penalty abatement" for your situation. Be polite and explain that you've had a good compliance history, and they'll check your eligibility. It saves people thousands of dollars every year, but many don't know to ask for it!

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Bruno Simmons

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Everyone's giving good advice but missing something important - check if your STATE also has an underpayment penalty! I paid my federal one only to find out my state had separately assessed one too. Double whammy. The state penalties sometimes have different rules for waiving them.

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Good point! My state (California) actually has stricter underpayment rules than the IRS. I got hit with a state penalty even though I didn't have a federal one.

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Grant Vikers

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This is really helpful information from everyone! I had no idea about the first-time penalty abatement - that sounds like exactly what I need to try for my $29 penalty. @Teresa Boyd - when you called the IRS about this, did you need any specific documentation or did they just look up your history automatically? I'm definitely going to give this a shot before just paying the penalty. Also appreciate the heads up about checking state penalties too. I'm in Texas so no state income tax here, but that's definitely something others should watch out for. It's frustrating that TurboTax doesn't mention any of these options when the penalty shows up. You'd think they'd at least tell you about the first-time abatement possibility instead of just making you feel like you have to pay it.

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Malik Jenkins

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@Grant Vikers No specific documentation needed when I called! The IRS agent was able to pull up my entire filing history right away and confirm I qualified for the first-time penalty abatement. The whole call took maybe 10 minutes - she just asked for my SSN and confirmed my identity, then reviewed my compliance history for the past 3 years. The key is to specifically ask for first-time "penalty abatement by" name when you call. Don t'just ask them to waive the penalty - use those exact words because it s'an official program they have. Some agents might not mention it unless you ask directly. You re'absolutely right that TurboTax should mention this option! It would save people a lot of money and stress. But I guess they re'focused on getting you through the filing process rather than helping with penalty appeals after the fact.

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Hattie Carson

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I'm going through something similar and this thread has been incredibly helpful! I had a $47 underpayment penalty show up in TurboTax and was equally frustrated about paying for software that didn't prevent this. After reading everyone's advice, I'm definitely going to try calling the IRS about the first-time penalty abatement. My situation sounds exactly like @Nolan Carter's - just regular W-2 income, never had penalties before, and TurboTax never warned me this could happen. One thing I'm curious about - for those who successfully got the penalty removed, how long did it take for the IRS to actually process the abatement? I want to make sure I don't accidentally pay the penalty while waiting for their decision. Also, has anyone tried updating their W-4 withholding mid-year to prevent this from happening again? I'm wondering if I should increase my withholding now for 2025 or wait until I talk to the IRS agent.

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Emma Olsen

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@Hattie Carson Great question about timing! When I got my first-time penalty abatement approved, the IRS agent told me right on the call that it was approved and gave me a confirmation number. She said the system would be updated within 2-3 business days, so there s'no risk of accidentally paying while waiting. For the W-4 adjustment, I d'definitely recommend doing it sooner rather than later! The IRS agent actually walked me through this too. You want to get more withheld from each paycheck starting now so you re'covered for the full year. If you wait until later in the year, you d'need even bigger withholding increases to make up for the missed months. The IRS has a withholding calculator on their website irs.gov (that) s'really helpful for figuring out exactly how much extra to withhold. I used it and increased my withholding by about $50 per paycheck, which should easily prevent this issue next year. Better safe than sorry!

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