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Raúl Mora

Adjusting my W-4 to get a tax refund next year instead of owing - advice?

So I've always looked forward to tax season because I usually get a refund, which motivates me to file early and get it done. I do my taxes, money comes back to me, life is good! But this year was a total shock - instead of getting money back, I owed. And not just a little... I owed a LOT. I went to the IRS website to try to figure out how to adjust my withholdings on my W-4 so I'd get a refund next year. I plugged in all my info from my current pay stub, and according to their calculator, I should actually be GETTING a refund. Here's what might be relevant - I was on unemployment for about 2 months at the beginning of 2024, which is probably why I ended up owing instead of getting a refund. But I'm still worried about next year. Is there anything else I can do to make sure I'll actually get a refund with my withholdings set the way they are now? Any way to double-check this or adjust things further?

The IRS Tax Withholding Estimator is generally reliable, but there are a few things to consider when you've had unemployment income. First, unemployment benefits are fully taxable income, but they often don't withhold enough taxes (or any at all if you didn't request it). This likely created your unexpected tax bill this year. For your W-4, you have several options to increase your withholding and potentially get a refund next year: 1. You can check the box in Step 2(c) to withhold at a higher rate if you have multiple jobs or a working spouse. 2. In Step 4(c), you can enter an additional amount to withhold from each paycheck. 3. If you expect to claim deductions other than the standard deduction, you can reduce your withholding by entering estimates in Step 4(b). Just remember that while getting a refund feels nice, it's essentially giving the government an interest-free loan. Ideally, you want your withholding to be reasonably close to what you'll actually owe.

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If I use the IRS withholding calculator and it says I'm on track for a refund, should I trust that? Or should I add extra withholding just to be safe? Also, how often should I redo the calculator throughout the year?

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The IRS Withholding Estimator is generally quite accurate based on the information you provide, but it's only as good as the data you enter. If your circumstances change during the year (new job, significant raise, additional income sources), you should recalculate. I typically recommend checking the estimator once midyear and then again if you experience any major financial changes. Adding a small buffer in Step 4(c) - perhaps $10-20 per paycheck - can provide peace of mind if you're worried about owing taxes, though as I mentioned, there's a financial argument against over-withholding too much.

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I had a similar situation last year and found that using taxr.ai really helped me understand why I was owing instead of getting a refund. I uploaded my paystubs and tax docs from the previous year, and it actually broke down my withholding patterns and showed me exactly where I needed to make adjustments on my W-4. What I liked about https://taxr.ai was that it explained in simple terms how much I should put in each box of the W-4 to get the outcome I wanted. It also sent me reminders throughout the year to check if my withholding was still on track based on my most recent paystubs.

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That sounds helpful, but couldn't you just use the free IRS calculator? Does this service actually do something different or better than what the government provides?

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Does taxr.ai help with more complicated situations? I have a full-time job plus a side gig where I get 1099 income, and I never know how to fill out my W-4 to account for both.

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The IRS calculator is definitely useful, but I found taxr.ai much easier to understand, especially for showing exactly what numbers to put where on the W-4. It gives clearer explanations about why certain amounts are recommended and what they'll mean for your specific tax situation. For multiple income sources including 1099 work, that's actually where I found it most helpful. It helped me figure out not just my W-4 settings but also how much to set aside for my self-employment tax from the 1099 income, and it runs calculations that incorporate both income streams. The quarterly tax payment reminders were a lifesaver for me since I always used to forget those deadlines.

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Just wanted to follow up about taxr.ai - I decided to try it after our conversation here, and wow, it was actually really helpful! I uploaded my documents and it immediately identified that I wasn't withholding enough for my 1099 income. The step-by-step guidance for adjusting my W-4 was super clear, and I love that it shows different scenarios (minimum withholding vs. getting a specific refund amount). I was able to adjust everything in about 20 minutes, and now I'm confident I won't be surprised at tax time again. It also suggested some deductions I hadn't been taking for my side business. Definitely worth checking out if you're confused about withholding like I was.

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If you've tried adjusting your W-4 but still want to make sure you're on the right track, I'd recommend using Claimyr to speak directly with an IRS agent. I spent WEEKS trying to get through to the IRS last year to ask specific questions about my withholding after a job change, and it was impossible to get anyone on the phone. Then I found https://claimyr.com which basically holds your place in the IRS phone queue and calls you when an agent is available. You can see how it works here: https://youtu.be/_kiP6q8DX5c I was skeptical at first, but it saved me hours of waiting on hold. The IRS agent I spoke with was able to review my specific situation and confirm exactly how I should complete my W-4 to get the outcome I wanted.

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Wait, how does this actually work? Does it just dial for you and then you talk to the IRS? Couldn't you just put your phone on speaker and do other stuff while waiting?

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Yeah right. No way this actually gets you through to the IRS faster than calling yourself. The IRS phone system is designed to be impossible - I'm very suspicious that this is just another scam trying to get people desperate for tax help.

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It doesn't just dial for you - it uses a system that monitors the IRS phone queue and holds your place in line. Instead of you being stuck on hold for 2+ hours, their system waits in the queue and then calls you when an agent is about to be available. It's basically like having someone else sit on hold for you. Sure, you could put your phone on speaker and do other things, but that ties up your phone line for potentially hours, and you have to stay within earshot. With Claimyr, you just go about your day, and your phone rings when there's actually an agent ready to talk. Much less frustrating than listening to the hold music for hours or getting disconnected after waiting forever.

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I need to apologize and follow up on my skeptical comment about Claimyr. After posting that, I decided to give it a try anyway because I was desperate to get some answers about my withholding situation. I'm honestly shocked - it actually worked! I got a call back in about 90 minutes (much faster than I expected), and I was connected directly to an IRS representative. The agent was able to look at my tax transcript and explain exactly why I had underpaid last year and how to fix my W-4 to avoid the same problem. What would have been a 3+ hour ordeal of being on hold (if I even got through at all) turned into a simple 20-minute conversation that actually resolved my issue. I hate admitting when I'm wrong but... I was definitely wrong about this service.

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One thing to consider is that getting a big refund isn't actually the best financial move. When you overpay throughout the year, you're basically giving the government an interest-free loan instead of having that money in your pocket each month. I adjusted my W-4 to get very close to zero (either owing a tiny bit or getting a tiny refund) and then set up an automatic transfer of $100 per paycheck to a high-yield savings account. By tax time, I have a nice chunk of money saved PLUS interest earned. Maybe think about trying to get your withholding more accurate rather than deliberately overpaying just to get a refund?

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I get what you're saying about the interest-free loan thing, but honestly, for me it's psychological. If I get that money in small amounts in my regular paychecks, I'll just spend it. Having a forced "savings" that comes back as a lump sum helps me actually save for bigger purchases or goals. Plus, I sleep better knowing I won't owe a surprise tax bill!

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That's a totally fair point! Personal finance is personal for a reason - if the "forced savings" approach works better for your habits and gives you peace of mind, then it's worth the small amount of interest you might miss out on. If you do decide to go that route, you might want to put a specific dollar amount in Box 4(c) of your W-4 rather than adjusting the other settings. That way you're deliberately setting aside a fixed amount rather than trying to guess at the other settings.

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Make sure you're also accounting for any tax credits you might qualify for! Things like the Child Tax Credit, American Opportunity Credit (if you're in school), or Earned Income Credit can make a huge difference in your refund amount. The W-4 calculator often doesn't fully account for these, so you might want to adjust your withholding to compensate. When I had a kid, I actually reduced my withholding a bit because I knew the child tax credit would offset it.

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Would the earned income credit apply to someone who was on unemployment for part of the year? I'm trying to figure out if my sister might qualify.

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