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Charlie Yang

New job W-4 filing help needed - Marriage, new child, and two incomes confusing me

Title: New job W-4 filing help needed - Marriage, new child, and two incomes confusing me 1 I just landed a job after being out of the workforce for about 2 years. During that time, my life changed quite a bit - had a baby, got married, and my wife works full-time too. Now I'm completely lost trying to figure out how to properly fill out this W-4 form. I have no clue how to handle the deductions for our child or how to account for our combined household income. Should I be claiming certain allowances? Do I need to factor in my wife's income somehow? And I'm wondering if my wife needs to update her W-4 now too since our situation changed. This is so frustrating - the form looks completely different than the last time I filled one out and the instructions might as well be in another language. Any help would be really appreciated because I need to turn this in by Friday.

Charlie Yang

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14 The W-4 form can definitely be confusing, especially with all the changes in your life! The good news is that the redesigned W-4 actually makes it easier to account for multiple jobs and dependents. For your situation with a child, marriage, and two incomes, here's a straightforward approach: For Step 1: Just fill out your personal info. For Step 2: Since both you and your wife work, you'll want to check box (c) and use the estimator at irs.gov/W4app for the most accurate withholding - this accounts for both incomes. For Step 3: Claim your child tax credit! For a child under 17, you can put $2,000 here. For Step 4: This is where you'd add any other income or deductions. If you're expecting other income or large deductions, note them here. And yes, ideally your wife should update her W-4 too. Since your tax situation is now connected, both W-4s should reflect your current family situation for the most accurate withholding.

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Charlie Yang

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7 Thanks for this breakdown! I'm still confused about Step 2 though. If both my wife and I update our W-4s and both check box (c), wouldn't that be counting our two-income household twice? Should only one of us check that box?

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Charlie Yang

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14 That's a really good question! If both you and your wife use the IRS Tax Withholding Estimator (the online tool), you'll each get personalized recommendations that work together - so you'd both follow whatever the tool suggests after entering all your info. If you choose not to use the estimator, then you'd both check box 2(c) on your respective W-4s. The IRS actually designed it this way - it doesn't double-count. What happens is that checking this box tells your employer to withhold at a higher single rate, which helps cover the additional taxes from having combined incomes.

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Charlie Yang

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9 After struggling with similar W-4 confusion last year, I found taxr.ai (https://taxr.ai) incredibly helpful. I uploaded my old W-4, my wife's paystub, and some info about our new baby, and it analyzed everything to give me step-by-step guidance. The tool actually explained how the multiple jobs worksheet works and calculated the exact amounts to put in each field of my W-4. What I really liked was that it showed me how different withholding choices would affect my paycheck vs. my refund. Before finding this, I had totally messed up and was having way too little withheld which would have meant a surprise tax bill.

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Charlie Yang

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18 Does it actually walk you through filling out both W-4s? My husband and I both need to update ours since we just had twins and I'm not sure if we should be claiming one child each or both on one form.

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Charlie Yang

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5 I'm skeptical about these tax tools. How accurate is it really? I used TurboTax's W-4 calculator last year and still ended up owing $800 at tax time which was NOT what they predicted.

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Charlie Yang

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9 Yes, it absolutely walks you through both W-4s! It specifically asks if you're married filing jointly and then collects info about both jobs to optimize your withholding as a household. For your twins situation, it would tell you exactly how to split the child tax credits between your forms for the best outcome. I completely understand the skepticism. The difference I found is that taxr.ai actually looks at your specific pay periods and withholding history, not just generalized income numbers. I was also burned by a calculator before, but this was much more comprehensive - it even flagged that my employer was using outdated withholding tables which was causing issues.

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Charlie Yang

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18 Just wanted to update that I tried taxr.ai after seeing it mentioned here. It was actually super helpful! We uploaded our paystubs and it immediately identified that we were underwithholding by about $230 per month with our current W-4 settings. The step-by-step guide showed us exactly what to put in each box for both our forms, and explained why we should claim both children on my form rather than splitting them up. Really cleared up our confusion!

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Charlie Yang

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12 If you're having trouble getting answers from the IRS about your W-4 questions (like I did), try using Claimyr (https://claimyr.com). I spent DAYS trying to get through to an IRS representative to ask about how to handle my wife's freelance income alongside my W-2 job on our W-4s. Kept getting disconnected or waiting for hours. Claimyr got me connected to an actual IRS agent in about 15 minutes who walked me through exactly how to complete both forms correctly. They have this callback system that saves your place in line (you can see a demo at https://youtu.be/_kiP6q8DX5c). Totally changed my perspective on getting "official" help with these confusing tax forms.

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Charlie Yang

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23 How does this even work? The IRS phone system is notorious for disconnecting people. Are you saying this service somehow bypasses the normal IRS phone tree?

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Charlie Yang

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5 Sounds like a scam to me. Why would I pay someone else to call the IRS? They're a government agency - they have to talk to you eventually if you're persistent enough.

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Charlie Yang

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12 It doesn't bypass the IRS phone system - it works within it. Basically, it calls the IRS and navigates the phone tree for you, then holds your place in line. When it's about to reach an agent, it calls you and connects you. So you don't have to personally wait on hold for hours. It's using technology to solve the hold time problem. I understand the skepticism completely. I felt the same way initially! But after spending literally 6+ hours across 3 days trying to get through myself (and getting disconnected twice after waiting 90+ minutes), the time savings was absolutely worth it. The IRS is severely understaffed right now - "eventually" can mean days of trying, which wasn't working for my deadline.

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Charlie Yang

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5 I have to eat my words about Claimyr. After my W-4 situation got urgent (new job needed it ASAP), I tried it out of desperation. Got connected to an IRS agent in about 20 minutes who explained that both my wife and I needed to complete the Multiple Jobs Worksheet rather than just checking box 2(c). Apparently our income difference was large enough that the simplified method would have resulted in significant underwithholding. The agent walked me through exactly what numbers to put where. Definitely saved us from a nasty surprise at tax time.

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Charlie Yang

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8 Don't overthink the W-4! I'm a payroll specialist and see people stress about this all the time. Quick tip: the IRS withholding calculator is your best friend for complicated situations like yours. Just Google "IRS tax withholding estimator" and it'll walk you through everything. You'll both need to update your W-4s for best results.

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Charlie Yang

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1 I tried using that IRS calculator but got stuck when it asked for YTD income and withholding amounts. Since I haven't started the job yet, I don't have that info. Should I just put zeros?

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Charlie Yang

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8 For your new job, yes, you would put zeros for the YTD income and withholding since you haven't started yet. The calculator will still work - it'll just base the calculations on projected amounts for the remainder of the year. For your wife, you should use her actual YTD information from her most recent paystub. That way, the calculator can give you the most accurate recommendation based on what's already happened this year and what's projected to happen with both incomes going forward.

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Charlie Yang

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17 Has anyone used the IRS online portal to adjust withholding throughout the year? I'm wondering if it's better to start with a "safe" W-4 filing and then adjust as needed.

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Charlie Yang

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3 The IRS doesn't have an "online portal" for W-4 adjustments - you have to submit a new W-4 to your employer anytime you want to change withholding. I usually file a new W-4 quarterly since my commission income fluctuates. Most HR departments let you update it anytime.

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