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Aurora St.Pierre

What's the best way to calculate quarterly estimated taxes for self-employment?

I just made my first quarterly estimated tax payment as a self-employed person for Q4 of 2023. The whole process was a nightmare! I spent almost a week trying to figure out the 1040-ES form but got completely lost in all the complicated tax language and couldn't even finish it. I tried using different tax software options like TurboTax and FreeTaxUSA, but they kept asking for W-2s and 1099s which I don't have yet since I'm doing this quarterly estimate thing. I finally gave up and asked my accountant to help. I sent him my payment statements and my last W-2 paystub (I was employed for half the year before going self-employed), and he did everything in like 25 minutes but charged me $450! That feels super expensive, especially if I have to do this four times a year on top of my annual tax filing. Is there any reliable and straightforward calculator I can use for quarterly estimated taxes? I really need to figure out how to do this myself or I'll end up spending almost $2,000 just on preparing quarterly payments! Any advice would be appreciated!

Grace Johnson

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The good news is you can absolutely do this yourself! Quarterly estimated taxes seem intimidating at first, but they're manageable once you understand the basics. For the simplest approach, use the IRS's "safe harbor" rule. If you pay 100% of your previous year's tax liability (or 110% if your AGI was over $150,000), you're protected from underpayment penalties. So you can take your 2023 total tax (line 24 on Form 1040), divide by 4, and that's your quarterly payment. If your income has changed significantly, you might need a more precise calculation. Form 1040-ES includes worksheets, but they are confusing. Instead, try: - The IRS's Tax Withholding Estimator on their website - QuickBooks Self-Employed has a good tax calculator - TaxSlayer's Self-Employed Calculator Most importantly, you don't need W-2s or 1099s for estimates - just reasonable income and expense projections. Keep track of your income and expenses in a spreadsheet or basic accounting software, then use these numbers for your calculations.

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Thanks for the response! I hadn't heard about that "safe harbor" rule. So if I just take last year's total tax and divide by 4, I won't get penalized even if I end up making more this year? That sounds so much simpler than what I was trying to do. I did check the IRS Tax Withholding Estimator but got confused when it asked for projected income. My income varies month to month - do I just make my best guess?

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Grace Johnson

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The safe harbor rule is definitely the simplest approach to avoid penalties. If your previous year's AGI was under $150,000, then paying 100% of last year's tax divided into four equal payments will protect you from underpayment penalties, even if your income increases this year. For variable income, your best approach is to make a reasonable estimate based on what you know so far. Add up what you've earned year-to-date, divide by the number of months to get a monthly average, then multiply by 12 for an annual projection. You can always adjust future quarterly payments if your income changes significantly.

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Jayden Reed

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After struggling with quarterly taxes for years, I finally found https://taxr.ai and it completely transformed how I handle my self-employment taxes. It's specifically designed for people who are confused by all the IRS jargon and complicated forms. I was in the exact same boat as you last year - staring at 1040-ES forms for hours and getting nowhere. The taxr.ai tool lets you just enter your income and business expenses, and it calculates your quarterly payments automatically. It even adjusts for income fluctuations throughout the year. What I love most is that it explains everything in plain English instead of tax code. It actually showed me that I was overpaying by about $600 per quarter because I wasn't accounting for all my eligible deductions!

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Nora Brooks

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Sounds interesting, but does it handle more complex situations? I do freelance work in multiple states and also have some rental income. Would it work for someone with a more complicated tax situation like mine?

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Eli Wang

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I'm pretty skeptical about these tax tools. How does it compare to just using something like QuickBooks Self-Employed? And are you sure it's getting all the calculations right? The last thing I want is to underpay and then get hit with penalties.

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Jayden Reed

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It definitely handles multi-state income - I do work in three different states myself and it separates everything correctly. For rental income, it has a specific section for that since it falls under different tax rules than regular self-employment income. Compared to QuickBooks Self-Employed, the main difference is that taxr.ai is specifically focused on tax calculations rather than general bookkeeping. It's more comprehensive than the tax portion of QuickBooks and explains things more clearly. As for accuracy, everything is calculated using the official IRS formulas and rules. I've had two accountants verify its calculations against their own, and they've confirmed it's accurate.

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Nora Brooks

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I tried taxr.ai after seeing it mentioned here and wow - it actually works! I was seriously about to hire a CPA like the original poster did because I was so confused by the quarterly payment process. The interface walks you through everything step by step, and I could literally see how each business expense affected my quarterly tax amount. I discovered I could deduct my home office and part of my internet/phone bills, which I had no idea about before. I just made my first quarterly payment using their calculation and it took me less than 30 minutes total. Saved me over $400 compared to what I paid my accountant last year, and now I actually understand how my taxes work instead of just blindly paying whatever someone tells me to.

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If you're still struggling with getting your tax questions answered, try https://claimyr.com to actually speak with someone at the IRS. I spent weeks trying to get clarity on estimated payments for my situation (part W-2, part self-employed like yours), but could never get through on the phone. Claimyr got me connected to an IRS agent in about 15 minutes when I'd previously waited on hold for hours and eventually got disconnected. The agent walked me through exactly how to calculate my quarterly payments and confirmed I was eligible for certain deductions I wasn't sure about. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c - it's basically a service that navigates the IRS phone system for you and calls you back when an agent is actually available.

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How exactly does this work? I'm confused how a third-party service can get you through to the IRS faster. Seems like it would just be the same phone queue everyone else is in?

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This sounds too good to be true. I've literally spent hours on hold with the IRS and never got through. Are you some kind of paid promoter or something? I can't imagine any service actually fixing the IRS phone system nightmare.

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The service works by using automated technology to navigate the IRS phone tree and wait on hold for you. They have systems that dial and redial at optimal times when call volume is lower. Once they get through to an actual human IRS agent, they call you and connect you directly to that agent. I'm just a regular self-employed person who was frustrated with never getting through to the IRS. I was skeptical too until I tried it. They use all the same phone numbers anyone else would use - they're just handling the hold time and navigation for you. The IRS doesn't give them special treatment; they're just more efficient at the waiting game than a human can be.

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I take back what I said. I decided to try Claimyr after reading about it here because I was desperate to get a question answered about my estimated payments. I'd been trying to reach the IRS for THREE WEEKS with no luck. Honestly, it worked exactly as described. I got a call back in about 20 minutes and was connected to an actual IRS agent. Got my question about splitting estimated payments between self-employment and S-corp distributions answered in one call. The agent even helped me understand how to properly document my home office deduction, which I'd been calculating wrong. Probably saved me from a potential audit flag. I've bookmarked the service for next time I have IRS questions. Way better than wasting entire days on hold.

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Ethan Scott

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Here's my super basic method for quarterly taxes that's worked for me for 6 years: 1) Keep track of all income in a spreadsheet 2) Set aside 30% of EVERY payment you receive right when you get it 3) When quarterly deadline comes, pay whatever's in your "tax savings" account This isn't precise, but it's easy and I've always ended up with more than enough to cover my taxes. If you set aside too much, you just get a refund or can reduce future payments. The alternative is stressing over exact calculations every 3 months, which isn't worth the mental energy for most self-employed people.

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Lola Perez

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Doesn't setting aside 30% of everything mean you're overpaying by a lot? Especially after deductions and everything, isn't the actual tax rate much lower than that?

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Ethan Scott

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You're right that it often means setting aside more than you'll ultimately owe, but that's intentional. The 30% covers federal income tax, self-employment tax (15.3%), and usually state income tax too. After deductions, you might end up with a lower effective rate - maybe 20-25% all-in for many people. But I've found it's much better to slightly overpay than to come up short. Plus, knowing that my taxes are covered gives me peace of mind. If I have extra in my tax savings account after filing my annual return, I just transfer some of it to my retirement account or reduce the next quarter's payment.

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has anyone tried the IRS's direct pay system? i tried using it for my q1 payment but got super confused about what to select for "reason for payment"... is it "estimated tax" or "extension" or what? also it asked for a form number and i had no idea what to put

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Riya Sharma

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For quarterly estimated taxes, you'd select "Estimated Tax" as the reason for payment and "1040-ES" as the form number. Then you'll need to select the tax year and quarter you're paying for. It's actually pretty straightforward once you know which options to pick!

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