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Wesley Hallow

Filing jointly with spouse - do we pay quarterly taxes on total earnings or just her business's projected taxes?

My wife just launched her small business with 4 part-time employees, and I'm trying to figure out our tax situation. I work at a large corporation as a W-2 employee (with regular tax withholding on my paychecks), while she's operating as a sole proprietor. We've always filed our taxes jointly and plan to continue since her business income isn't huge yet. I know she needs to make estimated quarterly tax payments since she's self-employed, but I'm confused about whether those quarterly estimates need to include my income too, or if they should just be based on her business profits? Since my employer already withholds taxes from my paycheck, it seems like double-taxation to include my income in her quarterly payments, but I don't want to mess this up and get hit with penalties. Does anyone have experience with this mixed W-2/self-employment situation who can clarify how the quarterly tax payments work when filing jointly?

You don't need to include your W-2 income in her quarterly estimated tax payments if your withholding is adequate to cover your portion of the tax liability. The quarterly estimated payments are meant to cover taxes that aren't already being withheld. Since you're filing jointly, what matters is that your combined tax payments throughout the year (your withholding plus her quarterly estimates) are sufficient to avoid underpayment penalties. The IRS looks at your total tax liability and total payments, not individual income sources. There are a couple approaches your wife could take. She could calculate her quarterly estimates based just on her business profit (accounting for both income tax and self-employment tax). Or, if your withholding is significantly more than needed for your income alone, you could adjust your W-2 withholding higher to cover some of her tax liability, which might reduce or eliminate her need for separate quarterly payments.

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This is super helpful, but I'm still confused about one thing. If my wife's business starts making more money later in the year than we initially projected, can we adjust the quarterly payments? Or are we locked into whatever we calculated at the beginning of the year?

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You can absolutely adjust quarterly payments as the year progresses. The estimated tax system is designed to be flexible as your income changes. If your wife's business starts earning more, you can increase subsequent quarterly payments to account for the higher income. Each quarterly payment stands on its own, so you're not locked into any particular amount. Just recalculate based on the new projected annual income and adjust accordingly. The IRS Form 1040-ES includes worksheets to help with these calculations, or tax software can help you run the numbers.

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After dealing with a similar situation last year (I'm W-2, husband has a freelance business), I discovered taxr.ai (https://taxr.ai) and it completely cleared up my confusion about quarterly payments. I uploaded our previous tax return and income documents, and it automatically calculated exactly what quarterly payments my husband needed to make while accounting for my W-2 withholding. What I found super helpful was that it showed us how much of my withholding would "cover" our joint tax liability and precisely how much additional my husband needed to pay quarterly. It even let us adjust projections mid-year when his business income increased.

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Did it help with calculating the self-employment tax portion too? That's the part I'm most confused about for my wife's business. And can you update it throughout the year as income fluctuates?

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I'm skeptical about these tax tools - our situation gets complicated with rental properties too. Does it handle Schedule E income and expenses? And did it accurately predict what you actually ended up owing at tax time?

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Yes, it calculated both the income tax and self-employment tax portions separately, which was super helpful. The self-employment tax calculation was actually what confused me the most before using it. The tool breaks it down clearly so you can see exactly how much is going to each type of tax. It's designed to be updated throughout the year as income changes. We adjusted our projections twice when my husband landed bigger contracts, and it recalculated the remaining quarterly payments to keep us on track. When we filed our taxes, we were within $200 of the projected amount, which saved us from any underpayment penalties.

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Just wanted to follow up - I decided to try taxr.ai despite my skepticism, and I'm actually impressed. Our situation with W-2 income, self-employment, AND rental properties was handled correctly. It calculated appropriate quarterly payments that accounted for withholding from my day job. The best part was the "what-if" feature that let me see how different business income scenarios would affect our quarterly payment amounts. This helped us plan cash flow for the business much better. Last year we overpaid by thousands because our accountant was being super conservative with estimates. This approach feels much more precise.

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If you're having trouble reaching the IRS for clarification on your specific situation (which we all know is practically impossible these days), I had amazing success using Claimyr (https://claimyr.com). They got me through to an actual IRS agent in about 20 minutes when I was dealing with confusion about quarterly payments for our mixed W-2/1099 household. I was on hold for HOURS trying to reach someone before discovering their service. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c. The IRS agent I spoke with gave me personalized guidance about our situation that none of the online calculators could provide. Worth every penny given how much time I wasted trying to call myself.

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How does this actually work? Does it just keep calling for you or something? I've tried calling the IRS three times about my quarterly payment situation and gave up after being on hold for 45+ minutes each time.

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This sounds like a complete scam. There's no way to "skip the line" with the IRS. They're understaffed and everyone has to wait. I'll believe it when I see it - sounds like you're just trying to get people to waste money on a useless service.

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It doesn't keep calling for you - it uses a system that continuously monitors the IRS phone lines and connects you when there's an opening. They've built technology that essentially waits on hold for you, then alerts you when an agent is about to pick up. It's like having a dedicated person whose only job is to get through to the IRS. I was extremely skeptical too before trying it. The reason it works is they're not "skipping the line" - they're just automating the waiting process. I was getting ready to hire a CPA just to answer my quarterly payment question, which would have cost way more than using this service. When I actually got through to an IRS agent who answered my specific situation, it saved me from making a costly mistake on my quarterly payments.

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I need to eat my words from my comment above. After continuing to fail reaching the IRS myself about my 1099/W-2 filing situation, I reluctantly tried Claimyr. Within 25 minutes I was talking to an actual IRS representative who helped clarify exactly how to handle my quarterly payments. The agent confirmed that I only needed to make quarterly payments on my 1099 income since my spouse's W-2 withholding covered their portion. She also explained how to adjust my quarterly payments if my contract work increases, and how to avoid penalties if I miscalculate. This was information I couldn't find clearly explained anywhere online.

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One thing I learned the hard way - make sure your wife is setting aside money for self-employment tax (15.3%) in addition to income tax! When my husband started his business, we calculated quarterly payments based just on income tax rates and completely forgot about self-employment tax. We got hit with a massive bill at tax time. For planning purposes, a good rule of thumb is to set aside 30-35% of her business profits (after expenses) to cover both income tax and self-employment tax. It might seem high, but better safe than sorry.

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Thanks for bringing this up - I was only thinking about income tax and completely forgot about the self-employment tax aspect. Does that percentage sound about right even if her business isn't making huge profits yet? Is there a calculator you'd recommend for figuring this out more precisely?

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The 30-35% is a general guideline that works for most situations, but it can vary depending on your tax bracket and other factors. If her business profits are relatively small, you might be able to set aside slightly less, but I wouldn't go below 25% to be safe. For a more precise calculation, I found the IRS's Tax Withholding Estimator to be helpful, though it takes some time to work through. There's also Schedule SE worksheet that calculates the exact self-employment tax. Most tax software like TurboTax or H&R Block have quarterly tax calculators built in that account for both income and self-employment tax.

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Has anyone tried adjusting the W-2 withholding instead of doing separate quarterly payments? My wife runs a small Etsy shop and I just increased my W-4 withholding at my corporate job to cover both of us. Seemed simpler than dealing with quarterly filings.

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Yes! We do this. I'm the W-2 earner and my husband has the business. I adjusted my withholding by reducing my allowances on my W-4. We calculated approximately how much extra we needed to withhold annually based on his projected profit, then divided by my pay periods. Way easier than separate quarterly payments.

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That's great to hear it works for someone else! I was worried there might be some rule against it. Did you have any issues with the IRS questioning why your withholding was so much higher than what would be expected for just your income?

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No issues at all! The IRS doesn't care why you're withholding more - they just care that you're paying enough to cover your total tax liability. As long as your combined withholding and any quarterly payments meet the safe harbor rules (generally 90% of current year tax or 100% of prior year tax), you're good. The only thing to watch out for is if your spouse's business income fluctuates a lot during the year. With quarterly payments, you can adjust as needed, but with increased W-2 withholding, you're locked into that amount for the whole year. We had to get a refund one year when my husband's business didn't do as well as projected, but honestly I'd rather overwithhold than underpay and deal with penalties.

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This is exactly the situation my husband and I were in when he started his consulting business! One thing that really helped us was using the "safe harbor" rule to avoid penalties. As long as you pay either 90% of the current year's tax liability OR 100% of last year's total tax (110% if your prior year AGI was over $150K), you won't face underpayment penalties. Since your W-2 withholding likely covers a significant portion already, your wife's quarterly payments might be smaller than you think. I'd recommend calculating based on just her projected business profit (including self-employment tax), then seeing if your combined payments meet the safe harbor threshold. Also, don't forget she can deduct half of her self-employment tax as a business expense, which reduces the overall tax burden. The first year is always the trickiest because you're estimating, but it gets much easier once you have actual numbers to work with!

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This safe harbor rule explanation is really helpful! I'm curious about the business expense deduction you mentioned - when you say she can deduct half of her self-employment tax, does that happen automatically when filing or is there a specific form she needs to fill out? And does this deduction reduce the amount she needs to pay quarterly, or is it just applied when we file our annual return?

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