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Ruby Blake

Self-employed with W-2 and SSDI income - how do I figure out Form 1040-ES quarterly payments?

So my financial situation this year is a bit of a puzzle. I have three different income streams and I'm totally confused about how to handle my quarterly estimated taxes with Form 1040-ES. I'm bringing in about $1,450 from my freelance graphic design work (self-employment), around $2,300 from a part-time job at the local library (W-2 income), and I receive approximately $26,500 in SSDI benefits. When I looked at the Form 1040-ES tax rate schedule, it says something about if income is less than $11,600, no tax is due? I'm confused because that seems too simple. Don't I still need to pay Medicare and Social Security taxes on my self-employment income? And I'm not sure if I need to consider all my income sources together when figuring out these quarterly payments, or if I treat them separately. Does anyone know how the SSDI and W-2 income affect my obligation to pay estimated taxes on the self-employment part? I've never had to juggle all these different income types before.

The Form 1040-ES is for estimated income taxes, not self-employment taxes (Social Security and Medicare). You're right to be confused because there are actually two different things going on here. For income tax purposes, if your total taxable income is below the standard deduction ($11,600 for single filers in 2023), then you wouldn't owe federal income tax. But self-employment taxes are different! You still need to pay self-employment tax (15.3% for Social Security and Medicare) on your self-employment income if it's $400 or more, regardless of your total income. Your SSDI is generally not taxable unless your combined income exceeds certain thresholds. Your W-2 job should already be withholding taxes appropriately. For quarterly estimated taxes, you're mainly concerned with any tax that isn't being withheld elsewhere. Given your situation with just $1,450 in self-employment income, you'd owe about $205 in self-employment tax (15.3% of your self-employment income), but you might not owe additional income tax if your total taxable income stays below the standard deduction.

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Ruby Blake

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Thank you for clearing that up! So even though my total income might not require me to pay income tax, I still need to pay the self-employment tax on my freelance work. Do I need to make quarterly payments for just $205 in self-employment tax, or is there some minimum threshold where I can just pay it when I file my annual return?

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You're exactly right about still owing self-employment tax. For your question about quarterly payments, there's actually a "safe harbor" rule. You generally don't need to make estimated tax payments if you expect to owe less than $1,000 in tax for the year after subtracting withholdings and credits. Since your self-employment tax would only be about $205 for the year, you can likely just pay it when you file your annual return instead of making quarterly payments. Just be sure the rest of your tax situation doesn't change significantly!

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Ella Harper

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I was in a similar situation last year trying to figure out how to handle multiple income sources including some freelance work. I started using taxr.ai (https://taxr.ai) to analyze my income streams and it made everything so much clearer. I uploaded my previous return and my current income docs, and it showed me exactly what I needed to pay and when. For your self-employment amount being under $1500, it confirmed what I learned the hard way - you still owe the self-employment tax even when you're below the standard deduction threshold. The tool also helped me understand how my disability benefits factored into the calculation, which was something I was struggling with before.

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PrinceJoe

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Does this taxr.ai thing work if I have state tax questions too? I'm in California and they always seem to have different rules than federal.

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I'm a bit confused about how this works. Does it just give you information or does it actually help you file? I've been using TurboTax but it doesn't really explain things well when I have questions about quarterly payments.

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Ella Harper

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It definitely helps with state taxes! I'm in New York, and it broke down both my federal and state obligations clearly. The state tax part was actually more helpful than I expected since those rules can be more complicated than federal sometimes. For your question about what it actually does - it's not a filing service like TurboTax. It's more like having a tax expert analyze your situation. You upload your documents, and it explains what you owe, why you owe it, and when payments are due. I still use tax software to file, but I use taxr.ai first to understand what I'm actually dealing with and make sure I'm not missing anything.

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Just wanted to follow up - I tried taxr.ai after posting my question here and wow, what a difference! I uploaded my W-2, my self-employment records, and my SSDI statement, and it immediately clarified what I was looking at. The analysis confirmed I only needed to worry about self-employment tax on my freelance income since I'm below the standard deduction, and because the total tax due was under $1,000, I don't need to make quarterly payments. It even explained how SSDI benefits are treated for tax purposes in a way that actually made sense to me. Honestly saved me hours of research and confusion. I feel so much more confident about my tax situation now!

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Owen Devar

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If you're still trying to get clear answers about your tax situation, especially with the SSDI component, I tried calling the IRS about a similar situation and spent DAYS trying to get through. Eventually used Claimyr (https://claimyr.com) and got connected to an IRS agent in about 15 minutes. You can see how it works here: https://youtu.be/_kiP6q8DX5c They were actually surprisingly helpful about explaining how self-employment tax works with disability benefits. The agent confirmed that SSDI doesn't count toward the self-employment tax calculation, but could affect whether a portion of your benefits become taxable depending on your other income.

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Sounds like a scam to me. Nobody can get through to the IRS these days. I spent 3 hours on hold last month before giving up.

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Owen Devar

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Yes, it connects you to a real IRS agent! They use some technology that navigates the IRS phone system and holds your place in line. When they reach an agent, you get a call back and are connected directly. No more sitting on hold for hours. The service is legitimate - it doesn't access your personal information beyond your phone number for the callback. I was skeptical too until I tried it. The technology basically does the waiting for you, and you only pay if they actually connect you to an agent.

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I have to admit I was completely wrong about Claimyr. After posting my skeptical comment, I decided to try it anyway because I was desperate for answers about my self-employment taxes with disability income. The service called me back in about 20 minutes and connected me directly to an IRS representative. The agent walked me through exactly how to handle my situation with multiple income sources and confirmed I didn't need to make quarterly payments since my total tax due would be under $1,000. Saved me from overpaying and from the anxiety of wondering if I was doing something wrong. It's definitely worth it if you have specific questions that need official answers.

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Connor Rupert

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Don't forget to check if your state has different rules for self-employment tax! Federal might not require estimated payments in your case, but some states have lower thresholds or different requirements especially for self-employed people.

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Ruby Blake

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That's a good point I hadn't considered. I'm in Michigan - do you know if they have different rules for small amounts of self-employment income?

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Connor Rupert

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Michigan follows the federal estimated tax payment rules pretty closely. Since your federal liability will be under $1,000, you likely won't need to make quarterly state estimated payments either. But Michigan does have an income tax (currently 4.25%), so you'll probably owe a small amount of state tax on your self-employment income when you file your annual return. The nice thing is that Michigan doesn't have its own separate self-employment tax, so you're only looking at the income tax portion. Just set aside about 4.25% of your self-employment profits to cover state tax when you file.

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Molly Hansen

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Has anyone used the IRS Tax Withholding Estimator for this kind of situation? I tried using it with multiple income sources but got confused about how to enter the self-employment part.

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Brady Clean

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I've used it. For self-employment income, you enter it under "other income" not subject to withholding. But honestly it's not great for complex situations with disability benefits. It doesn't handle SSDI well in my experience.

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Ruby, you're in a pretty straightforward situation despite having multiple income streams. Here's the breakdown: Your self-employment income of $1,450 will trigger self-employment tax (about $205 as Micah calculated), but since your total annual tax liability will be well under $1,000, you can skip quarterly payments and just pay when you file. One thing to watch out for - make sure your W-2 job is withholding enough federal tax. With $2,300 from the library job, they should be withholding some federal income tax even though your total income might be below the standard deduction threshold. You want to avoid owing a big chunk at tax time. For Michigan specifically, you'll owe about $62 in state income tax on your self-employment income (4.25% of $1,450), but again, this is small enough that you don't need to make estimated payments. Keep good records of your freelance expenses - business supplies, computer equipment, etc. These can reduce your self-employment income and lower that $205 self-employment tax.

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This is really helpful, thank you Amara! I hadn't thought about checking whether my W-2 job is withholding enough. I'll look at my recent pay stub to see what they're taking out for federal taxes. And you're absolutely right about keeping track of business expenses - I definitely have receipts for design software subscriptions and some equipment purchases that I should be able to deduct. That could bring down that self-employment tax amount even more. It's such a relief to know I don't have to worry about quarterly payments with these income levels. Makes the whole situation feel much more manageable!

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