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Sophie Duck

What penalties am I facing for late filing my self employment income taxes?

So I completely forgot to file my self employment income on my taxes last year. I was working my regular W-2 job and started a side business doing graphic design about halfway through the year. Made about $12,000 from freelancing but didn't include it when I filed my taxes in April. I just realized my mistake now, almost 9 months after tax day. I'm freaking out about what kind of penalties I'm looking at. Will the IRS come after me for tax evasion or something? How much extra am I going to have to pay on top of the taxes I already owe? I've never had to deal with self employment income before so this is all new territory for me. I'm planning to file an amended return ASAP but wanted to get an idea of what I'm facing penalty-wise. Anyone been through this before or know what happens with late reported self employment income?

Don't panic! This happens more often than you'd think, especially with people new to self-employment. The good news is that filing an amended return ASAP is exactly the right move. For the penalties, you're looking at a few different ones: First, there's the failure-to-file penalty, which is typically about 5% of the unpaid tax for each month your return was late, up to 25% maximum. Since you did file a return (just incomplete), this might be calculated differently. There's also a failure-to-pay penalty, which is usually 0.5% per month of your unpaid taxes. And yes, interest accrues on both the unpaid tax and penalties. Self-employment taxes are another factor - you'll owe about 15.3% of your self-employment income for Social Security and Medicare, plus your regular income tax rate on that $12,000. The IRS isn't likely to view this as criminal tax evasion if you voluntarily correct it now, especially if this is your first offense. Get your amended return filed as quickly as possible with Form 1040-X, and consider including a brief explanation that you were new to self-employment and didn't realize you needed to report this income.

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Anita George

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If they file the amendment now, can they set up a payment plan for what they owe? And will filing the amendment stop additional penalties from accumulating or do those continue until everything is paid off?

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Yes, they can absolutely set up a payment plan with the IRS using an Online Payment Agreement or Form 9465. The IRS is generally pretty reasonable about payment plans as long as you're proactive. Filing the amendment doesn't completely stop penalties, but it stops the failure-to-file penalty. The failure-to-pay penalty and interest will continue until the balance is paid off. That said, getting on a payment plan can reduce the failure-to-pay penalty from 0.5% to 0.25% per month, which helps a bit. The sooner you file the amendment and set up payments, the less these will add up.

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I went through something similar last year and ended up using taxr.ai (https://taxr.ai) to figure out exactly what penalties I was facing. They have this tool that analyzes your specific situation and gives you a breakdown of what you're looking at penalty-wise before you file your amendment. Saved me a ton of stress because I had an accurate picture of what I was dealing with instead of just guessing. Their system actually walked me through exactly what forms I needed for my amended return too, which was super helpful since I'd never done one before. They even showed me some deductions for my side business that I had no idea about, which offset some of the penalties.

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Logan Chiang

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How accurate was their penalty calculation compared to what the IRS actually charged you? I'm in a similar boat and worried about getting blindsided by unexpected fees.

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Isla Fischer

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Does it also help with state tax penalties? I've got a similar situation but I'm more worried about my state tax board than the IRS tbh.

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The penalty calculation was spot on - within about $25 of what the IRS actually assessed. They include both the failure-to-file and failure-to-pay penalties plus interest calculated to the date you plan to pay. It was actually a relief to know exactly what I was facing. Yes, they handle state tax penalties too! That was actually super helpful in my case because my state (California) has different penalty structures than the federal IRS. They break it all down by federal and state so you can see exactly what you're dealing with on both fronts.

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Isla Fischer

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Just wanted to follow up - I used taxr.ai after seeing the recommendation here and it was seriously helpful. The penalty calculator told me I was looking at about $1,100 in penalties and interest for my situation, which was actually less than I was fearing. But the biggest help was the business expense finder tool they have - it found nearly $3,800 in deductions I could legitimately claim for my side gig that I had no idea about! That offset a huge chunk of what I owed. The whole amended return process was way less painful than I expected. Definitely recommend checking them out if you're in this situation.

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If you're having trouble reaching the IRS to discuss your situation (which is likely), I'd recommend trying Claimyr (https://claimyr.com). I was on hold with the IRS for HOURS trying to get info about my late filing penalties and getting nowhere. Their system basically holds your place in line with the IRS and calls you back when an agent is available. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c I was skeptical at first but after three failed attempts to reach a human at the IRS, I gave it a shot. They got me connected with an actual IRS agent who was able to tell me exactly what penalties I was facing and even helped me set up a payment plan on the spot. Saved me literally hours of hold music!

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If you're having trouble reaching the IRS to discuss your situation (which is likely), I'd recommend trying Claimyr (https://claimyr.com). I was on hold with the IRS for HOURS trying to get info about my late filing penalties and getting nowhere. Their system basically holds your place in line with the IRS and calls you back when an agent is available. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c I was skeptical at first but after three failed attempts to reach a human at the IRS, I gave it a shot. They got me connected with an actual IRS agent who was able to tell me exactly what penalties I was facing and even helped me set up a payment plan on the spot. Saved me

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Ruby Blake

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Wait how does this actually work? Doesn't the IRS have that system where you have to verify your identity and all that? How does a third party service get you through that?

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Sounds like a scam tbh. No way the IRS lets some random service jump their phone lines. I've been dealing with tax issues for years and there's no shortcut to reaching them.

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It doesn't bypass any identity verification - it just handles the hold time. When you get connected to an IRS agent, you're still the one talking to them directly and going through their verification process. The service just navigates the initial phone tree and waits on hold so you don't have to. I thought it might be a scam too at first. But it's legit - they don't ask for any personal tax info or anything like that. They just connect the call. And honestly, after spending 3+ hours on hold myself with no success, I was desperate enough to try anything. I was connected to an actual IRS agent in about 45 minutes without having to sit there listening to hold music the whole time.

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I owe everyone here an apology. After calling the IRS myself and spending 2.5 hours on hold only to get disconnected, I tried Claimyr out of desperation. To my complete shock, it actually worked exactly as described. Got a callback when an agent was available and got all my penalty questions answered. The agent I spoke with explained that in my case, voluntarily filing an amended return before receiving any notice from the IRS would actually reduce some of the penalties. She also helped me calculate approximately what I would owe and set up a payment plan. The whole conversation took maybe 20 minutes once I was connected. I'm still surprised this service exists, but I'm glad it does. Saved me a massive headache.

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Ella Harper

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Don't forget about quarterly estimated tax payments for next year! This is something a lot of people don't realize when they start self-employment - you need to be making quarterly payments if you expect to owe more than $1000 in taxes for the year. Otherwise you'll get hit with underpayment penalties AGAIN next year.

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PrinceJoe

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How do you figure out how much to pay each quarter if your self-employment income varies a lot? My side hustle income is super inconsistent.

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Ella Harper

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You have a couple of options for inconsistent income. The safest approach is to use the "safe harbor" provision - pay either 90% of this year's tax or 100% of last year's tax (110% if your adjusted gross income was over $150,000), divided into four quarterly payments. If your income fluctuates a lot, you can also use the "annualized income" method where you calculate each quarterly payment based on actual income for that period. It's more work but might save you from overpaying if your income is really variable. Form 2210 Schedule AI is used for this calculation.

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Hey I was in EXACTLY your situation last year! Made about $14k in side income and completely forgot to report it. When I finally filed my amended return, the total penalties ended up being about $870 - not great, but not the financial disaster I was expecting. Just make sure you include Schedule C and Schedule SE with your amended return. And don't forget to claim all your business expenses - my biggest mistake was panicking and rushing to file the amendment without taking time to properly document all my deductions.

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Owen Devar

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What kind of expenses were you able to deduct? I do similar freelance work and I'm not sure what's allowed.

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Daniel Rivera

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Just an FYI based on my experience - if you can't pay the full amount when you file the amended return, attach Form 9465 to request an installment plan. The IRS was surprisingly reasonable with me and set up a monthly payment that I could actually afford. The interest keeps accruing but it was way better than trying to put it all on a credit card.

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Daniel Rogers

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I'm dealing with a similar situation right now - forgot to report about $8k in freelance income from last year. Reading through all these responses has been incredibly helpful and honestly made me feel a lot less panicked about the whole thing. One thing I wanted to add that I learned from my tax preparer: if you're filing the amended return voluntarily (before the IRS contacts you), make sure to include a statement explaining that this was an oversight and not intentional tax evasion. She said it can help show good faith compliance, especially for first-time self-employment situations like ours. Also, start keeping better records NOW for this year's taxes. I set up a separate bank account just for my freelance income and expenses, and I track everything in a simple spreadsheet. It's making quarterly estimated payments so much easier to calculate and I won't be in this mess again next year. Thanks everyone for sharing your experiences - it's really reassuring to know this happens to other people and that the IRS isn't going to throw us in tax jail over an honest mistake!

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Zoe Walker

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This is such great advice about including a statement with the amended return! I'm in almost the exact same boat - missed reporting about $10k in freelance web development income. The separate bank account tip is genius too, I wish I had thought of that earlier. One thing I learned from calling the IRS (after using that Claimyr service someone mentioned) is that they actually appreciate when people are proactive about fixing mistakes. The agent told me that voluntary corrections usually result in lower penalties than if they discover the issue during an audit. Setting up that separate account right now - thanks for the push to get more organized before this becomes a problem again next year!

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I was in a very similar situation two years ago - forgot to report about $15k in freelance marketing income and didn't realize until almost a year later. The panic is totally understandable, but you're doing the right thing by filing an amended return immediately. One thing that really helped me was getting organized before filing the amendment. I went through all my records and made sure I had every possible business deduction documented - home office expenses, software subscriptions, equipment purchases, even mileage for client meetings. For graphic design work, you can likely deduct things like design software, computer equipment, professional development courses, and a portion of your home office if you use it exclusively for work. The penalties ended up being significant but not catastrophic - around $1,200 total for me. What surprised me was that the IRS was actually pretty understanding when I called to set up a payment plan. They could see I was making a good faith effort to correct the mistake. Also, definitely start making quarterly estimated payments for this year if you're continuing the side business. I use the safe harbor method - just pay 100% of last year's total tax liability divided by four quarters. It's much easier to budget for than trying to guess what you'll owe. You're going to get through this! The key is acting quickly and being thorough with your amended return.

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Shelby Bauman

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This is really reassuring to hear from someone who went through the same thing! $1,200 in penalties for $15k unreported income actually seems more manageable than I was expecting. I'm definitely going to take your advice about documenting every possible deduction before filing the amendment. Quick question about the home office deduction - do you know if I can claim it even though I only started the freelance work halfway through the year? I converted my spare bedroom into a workspace around July when I started taking on more clients, but I'm not sure if I can prorate it or if there are specific requirements I need to meet. Also really appreciate the tip about the safe harbor method for quarterly payments. I've been stressing about how to estimate what I'll owe this year since my income is so unpredictable, but using last year's total tax liability sounds much simpler to calculate and budget for.

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Lucas Parker

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I'm going through this exact same situation right now - missed reporting about $11k in freelance income from last year and just discovered it a few weeks ago. The stress has been unreal, but reading everyone's experiences here has been incredibly helpful. One thing I learned from my CPA is that the IRS has a "First Time Abate" policy that can waive failure-to-file and failure-to-pay penalties if you have a clean compliance history for the past three years. Since you mentioned this is your first time dealing with self-employment income, you might qualify for this relief. It's worth asking about when you contact the IRS or mention it in your amended return. Also, I started using a simple app called QuickBooks Self-Employed to track everything going forward. It automatically categorizes expenses and calculates quarterly estimated taxes based on your income throughout the year. Would have saved me so much headache if I'd started using it last year! The voluntary disclosure definitely seems to work in your favor based on what others are saying. I'm filing my amended return next week and feeling much more confident about the whole process after seeing how others navigated it successfully.

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Lilah Brooks

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The First Time Abate policy is such a game changer - I wish more people knew about it! I actually qualified for this when I went through my situation and it saved me hundreds in penalties. You're absolutely right that having a clean compliance history is key, and since most of us here are dealing with our first self-employment income mistake, we should definitely qualify. QuickBooks Self-Employed is a great recommendation too. I ended up going with a similar setup after my mess last year. The automatic expense categorization alone probably saves me 2-3 hours every month, and the quarterly tax estimates take so much guesswork out of the process. One tip when you file your amendment - definitely mention in your explanation letter that you're requesting First Time Abate consideration for any applicable penalties. From what I understand, it's easier to request it upfront rather than trying to get penalties removed after the fact. Good luck with your filing next week!

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