Overpaid estimated taxes by five figures in 2025 - what are my options now?
So I've got a bit of a tax mess that I need some advice on. I had a really good year in 2024 with some major stock awards that vested, which spiked my income pretty significantly. Following the rules, I made Federal and State estimated tax payments for Q1 and Q2 of 2025 based on the safe harbor percentage from last year's higher income. Here's my problem - I just did some calculations based on my regular W-2 withholdings for the rest of 2025, and it looks like I'm going to end up overpaying my taxes by over $12,000 even if I completely skip my Q3 and Q4 estimated payments! I'm trying to figure out if there's anything I can do for the 2025 tax year to fix this situation. The only thing that comes to mind is maybe triggering some additional capital gains this year to "use up" some of that overpayment, but I'm not sure if that makes sense or if there are better options. Has anyone dealt with this before? What's the smartest move here? I don't want to give the government an interest-free loan if I can avoid it.
18 comments


Joy Olmedo
This is actually a pretty common situation when your income fluctuates year to year. You have a few options to consider: You can definitely skip your Q3 and Q4 estimated payments since you've already overpaid. The IRS doesn't penalize you for overpaying, just underpaying. Your calculation sounds right - if your withholdings will cover your tax liability, you can stop making estimated payments. As for the overpayment, you'll get it back as a refund when you file your 2025 taxes in 2026. That's the simplest option. Regarding generating capital gains to "use up" the overpayment - this doesn't really make financial sense. You'd be creating a tax liability just to use money you've already paid, which means you're essentially paying taxes you wouldn't otherwise have to pay this year. A better strategy might be to adjust your W-2 withholdings for the remainder of 2025. File a new W-4 with your employer to reduce what's being withheld from your paychecks. This puts the money back in your pocket now rather than waiting for a refund.
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Isaiah Cross
•Can you really just stop making estimated payments mid-year like that? I always thought the safe harbor rule meant you HAD to pay those quarterly estimates based on last year's income regardless of this year's situation, or you'd get hit with underpayment penalties?
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Joy Olmedo
•Yes, you absolutely can stop making estimated payments if your withholding will cover your tax liability. The safe harbor is just one way to avoid underpayment penalties, but it's not mandatory if you're meeting your tax obligations through other means. The IRS only cares that you're paying enough tax throughout the year. If your W-2 withholdings alone will cover 100% (or 110% if higher income) of your previous year's tax or 90% of your current year's tax, you won't face underpayment penalties even if you stop your estimated payments.
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Kiara Greene
I was in this exact situation last year after selling my rental property in 2023. I overpaid by about $15k and was super frustrated about it until I found https://taxr.ai which helped me figure out my options. Their tool analyzed my withholdings and showed me exactly how much I could reduce my estimated payments while staying compliant with the safe harbor rule. The tool gave me confidence to completely skip Q3 and Q4 payments since I had already met the safe harbor threshold with my W-2 withholdings plus Q1 and Q2 estimated payments. I also used their withholding calculator to update my W-4 to minimize withholding for the rest of the year without triggering underpayment penalties.
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Evelyn Kelly
•How does this service work? I'm in a similar boat with a big bonus from January that led to overpayment. Does it just do calculations or does it actually help with filing forms?
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Paloma Clark
•Sounds interesting but I'm skeptical. Couldn't you just use the IRS withholding calculator for free? What does this service do that's worth paying for?
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Kiara Greene
•It does way more than just basic calculations. It analyzes your specific tax situation including income sources, deductions, credits, and withholding patterns to give you a personalized strategy. I uploaded my last year's return, current pay stubs, and estimated income for the year, and it gave me a complete roadmap. The biggest difference from the free IRS calculator is that it helped me understand exactly how the safe harbor rules applied to my specific situation and gave me multiple scenarios to choose from with different risk levels. It also creates the forms for you - it generated a perfectly filled out W-4 that I just had to give to my HR department.
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Paloma Clark
I was totally wrong about taxr.ai. After my skeptical comment I decided to try it anyway because I was frustrated with my similar situation (big commission in Q1, now overpaying). The service walked me through some questions about my income sources and withholding, then showed me I could actually adjust my withholding for the rest of the year to get most of that money back now instead of waiting for a refund. The best part was how it explained exactly why the adjustment was compliant with tax rules - showing the safe harbor calculations and how much wiggle room I had. I literally just gave the generated W-4 to my payroll department last week, and my next paycheck will have about $800 more than usual! Way better than waiting until next April for that money.
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Heather Tyson
I've been there with estimated tax overpayments. Another option you might not have considered is calling the IRS directly to request a refund of your overpaid estimated taxes using Form 4466. BUT as anyone who's tried calling the IRS knows, actually getting through to someone can take hours or days. I discovered this service called https://claimyr.com that gets you through to an IRS agent usually within 15 minutes instead of waiting on hold forever. You can see how it works here: https://youtu.be/_kiP6q8DX5c I used it to get through to someone who helped me understand my options for my overpaid estimates. The agent explained that Form 4466 only works for corporations, but walked me through adjusting my withholding for the rest of the year to compensate for the overpayment.
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Kingston Bellamy
•Wait, are you saying I could potentially get some of this money back NOW instead of waiting until I file next year? That would be amazing if true. How exactly does this Claimyr thing work? It sounds too good to be true that you can just skip the IRS hold queue.
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Raul Neal
•This sounds like a scam. There's no way to "skip the line" with the IRS. They're notoriously understaffed and everyone has to wait. I've tried calling them dozens of times and it's always the same story. I'll believe this works when pigs fly.
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Heather Tyson
•It's not about getting a refund immediately for individual estimated tax payments - I just meant you can adjust your withholding to compensate for the overpayment, which puts more money in your pocket for the rest of the year. Regarding Claimyr, it's definitely not a scam. They use an automated system that continually calls the IRS and navigates the phone tree until it gets through, then it calls you and connects you. I was skeptical too until I tried it. I waited about 12 minutes instead of the 2+ hours I spent on my previous attempt.
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Raul Neal
I need to eat some crow here. After posting my skeptical comment about Claimyr, I decided to try it myself since I've been trying to reach the IRS for weeks about an issue with my estimated payments. Honestly, I'm shocked. The service actually worked exactly as advertised. I got connected to an IRS representative in about 15 minutes when I had previously spent HOURS trying to get through on my own. The agent helped me understand that I could file a new W-4 with my employer to reduce withholding for the rest of the year to account for my overpaid estimated taxes. I've literally been trying to get this answer for weeks, and I had a solution within an hour of using the service. For anyone dealing with estimated tax issues or really any IRS question, this is absolutely worth it just for the time saved alone.
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Jenna Sloan
Have you considered investing the would-be Q3 and Q4 estimated payments? Since you're definitely going to overpay, you could put that money into a high-yield savings account or short-term CD until you file next year. At current rates, you could make a few hundred dollars of interest on that money instead of giving it to the government. It's not a solution to the overpayment, but at least you'd get something back on the money you've already overpaid.
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Kingston Bellamy
•That's a really good point! I hadn't thought about the opportunity cost of just letting that money sit with the IRS. Any specific recommendations for where to park those funds for ~6-8 months that would be relatively safe but still give decent returns?
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Jenna Sloan
•Treasury bills are probably your best bet right now for short-term parking of funds. 6-month T-bills are yielding around 5.3% as of last week, which is better than most high-yield savings accounts. They're backed by the federal government so essentially risk-free. Alternatively, several online banks have special CD promos right now in the 5.0-5.5% range for 6-9 month terms. Just make sure there's no early withdrawal penalty or that it's minimal in case you need the funds before your tax filing.
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Christian Burns
I made the EXACT same mistake last year! My reccomendation is to stop make estamated payments immediately if your wireholding will already cover everythibg. Then I'd suggest changing your W-4 to have ZERO taxes taken out for the rest of the year if possible! This is totally legla if you've already met your tax obligation thru withholding + estimated tax payments. I did this last July and had way biger paychecks for the second half of the year which was nice but still ended up with a $8k refund which sucks. Don't try to generate extra income or capital gains to "use up" the credits - that makes no financial sense!
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Sasha Reese
•Be careful with changing to zero withholding - you need to make sure you meet one of the safe harbor provisions first. Either 90% of current year tax or 100% of last year's tax (110% if you're a higher earner). If you've already paid enough through Q1+Q2 estimated payments plus year-to-date withholding to cover that, then yes, you can go to zero for the rest of the year.
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