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Quick practical advice that helped me when I missed the extended deadline last year: 1. Pay as much as you can estimate RIGHT NOW through IRS Direct Pay (google it) 2. Get your documents organized ASAP even if you can't complete the return 3. File within 60 days of the missed deadline if at all possible - penalties increase substantially after that 4. If you have a clean payment history for the last 3 years, request "First Time Penalty Abatement" when you do file 5. Include a letter explaining your situation with your late return The 3-year clean compliance history was key for me - got nearly all penalties removed with a simple phone call after filing late by about 3 weeks.

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Lucas Adams

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Thank you for this practical advice! Quick question - for the payment estimate, would you recommend just using last year's total tax amount as a starting point? And for the first-time penalty abatement, is that something I request when I file or after I receive a penalty notice?

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Last year's total tax is definitely a good starting point. If you know your income increased, add 25-30% to be safe. It's always better to slightly overpay and get a refund than underpay and face more penalties. For First Time Penalty Abatement, you can request it either way. Some tax pros recommend waiting for the penalty notice before requesting abatement, but I found it helpful to include a letter with my late return specifically requesting it based on my clean compliance history. I used IRS guidance from their website about FTA requirements and referenced it in my letter. You can also call after filing to request it, but having it documented in writing from the start worked well in my case.

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Natalie Wang

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Something important no one mentioned - if you're truly self-employed, don't forget about your quarterly estimated tax payments! Even while sorting out last year's taxes, make sure you're making estimated payments for 2024 if you haven't been. The Oct 15 deadline happens to fall very close to the Q3 estimated payment deadline (Sep 16 this year). Missing estimated payments creates a whole separate penalty issue (underpayment penalty) that exists regardless of extensions. Even if you get filing penalties abated, underpayment penalties for missing quarterlies typically won't be forgiven.

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Noah Torres

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This! I learned this lesson the hard way. Got all my filing extension stuff sorted only to get hit with a separate underpayment penalty for not making proper quarterly estimated payments. It was like solving one problem just to discover another one.

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Edwards Hugo

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One thing nobody mentioned yet - check if your employer is withholding the correct amount from your paychecks. This happened to me last year - my company somehow had me listed as "exempt" from withholding for half the year! You can adjust your W-4 to have more taken out each check to cover your freelance income too. For the side gig income, you should really be making quarterly estimated tax payments. The rule is if you expect to owe more than $1,000 at tax time, you're supposed to pay quarterly or you might get hit with underpayment penalties on top of what you owe.

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Is there a way to check if my withholding is correct on my pay stubs? And what form do I need to file for those quarterly payments? This is all so confusing!

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Edwards Hugo

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You can check your pay stub - it should show federal income tax withholding, Social Security, and Medicare. Compare several pay periods to see if the withholding is consistent. If it seems too low (less than 10% of your gross pay for federal taxes if you're single), you might need to adjust your W-4. For quarterly estimated taxes, you'll use Form 1040-ES. It's pretty straightforward - you estimate your total tax liability for the year, divide by 4, and make payments by the quarterly due dates (April 15, June 15, September 15, and January 15 of the following year). You can pay online through the IRS Direct Pay system. If your income is irregular, you can use the "annualized income" method that lets you pay as you earn rather than equal payments.

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Gianna Scott

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Don't forget to check if your state has income tax too! I had the same situation with federal taxes but then got hit with another $300 for state taxes I wasn't expecting. Does your tax software recommend any credits you might qualify for like the Earned Income Credit? Sometimes people with lower incomes can get that.

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Alfredo Lugo

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The Earned Income Credit usually requires you to have kids. I'm single with no kids and make about what OP makes, and I've never qualified. But definitely check for education credits if you took any classes!

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One important thing nobody mentioned about Section 179 - if you sell the equipment before the end of its "useful life" (what would've been the depreciation period), you might have to pay back some of the deduction as "recapture." I learned this the hard way when I sold my lawn equipment after 2 years and had to report it as income. Still worth taking the deduction upfront in most cases, but something to keep in mind if you plan to upgrade equipment frequently.

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Hugo Kass

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Oh wow, I didn't realize that! So if I take Section 179 on my equipment now, but sell it in a couple years to upgrade, I'll have to pay some tax on that sale? Is there a way to calculate how much that would be?

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Yes, it's called depreciation recapture. Basically, you'll pay taxes on the difference between the depreciated value (which would be very low since you took Section 179) and what you sell it for. For example, if you deducted $3,800 for equipment using Section 179, then sell it two years later for $2,000, you'd report that $2,000 as income. If you had used regular depreciation instead, you would have only reported the difference between the sale price and remaining book value as income. There's no simple calculation because it depends on your specific situation, but your tax software should handle it when you report the sale.

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Ally Tailer

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Has anyone used Section 179 for a vehicle? My accountant said I can deduct my new truck since it's over 6,000 lbs, but someone else told me there are special limits for vehicles?

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Yes, there are special rules for vehicles! If your truck is truly over 6,000 lbs GVWR (gross vehicle weight rating - check the driver's side door jamb), it qualifies for the full Section 179 deduction if used more than 50% for business. Vehicles under 6,000 lbs face much stricter limits - only around $19,200 for 2025 tax year. So those heavier trucks and SUVs get much better tax treatment, which is why you see so many business owners driving larger vehicles.

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Isaac Wright

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I actually had the exact opposite problem last year - spelled my son's name correctly but transposed two digits in his SSN. My return was accepted initially but then I got a notice about 3 weeks later asking for verification of his SSN. Had to send in a copy of his social security card and birth certificate. It delayed my refund by about 6 weeks but wasn't a huge deal in the end. The most important part is responding quickly if they do request verification. Don't ignore those notices!

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Did you have to file an amended return or did they just request the verification and then process your original return once they had the correct information?

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Isaac Wright

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I didn't have to file an amended return. The IRS just sent a notice requesting verification documentation, and once I provided copies of my son's social security card and birth certificate, they continued processing my original return with the correct information. They actually handled it pretty efficiently once I sent in the documents. I just had to wait about 6 weeks longer for my refund than I would have normally. The key was responding to their notice immediately - I've heard horror stories from people who ignored those letters and had much bigger headaches later.

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Lucy Taylor

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Just to add another perspective - I'm a volunteer tax preparer, and we see name/SSN mismatches fairly often. In my experience, the IRS is most concerned that the SSN is correct, as that's their primary identifier. Name spelling issues for dependents are common and usually resolved without amendments. The system is designed to handle variations in names (like Bob vs Robert, or hyphenated last names entered differently). Your case is borderline since "Davus" vs "Davis" changes the 4th letter, but it's still recognizably the same name. If you get a letter from the IRS, respond promptly with the correct info. Keep a copy of your daughter's social security card handy just in case. But I wouldn't lose sleep over this - the vast majority of these minor issues resolve without any action needed on your part.

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I noticed you mentioned being a volunteer tax preparer. I'm curious, in cases where the first 4 letters don't match exactly but the name is still recognizably similar (like Davis/Davus), what's the approximate percentage of cases that end up requiring amendment vs. just proceeding normally?

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StarStrider

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As someone who purchased an EV last year, make sure you also check that the vehicle itself qualifies! There are price caps on the vehicles too - used EVs must be under $25,000 to qualify for the credit. And the dealer has to be a registered dealer, not just any private sale. Also, the credit is nonrefundable, meaning you need to have at least $4,000 in tax liability to get the full benefit. With your income level that shouldn't be an issue, but something to be aware of.

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Malik Davis

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Thanks for mentioning the other requirements! I've been so focused on the income limits I forgot about vehicle price caps. Do you know if the $25,000 limit is before or after any dealer add-ons and fees?

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StarStrider

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The $25,000 limit is based on the sales price of the vehicle itself, before taxes and fees. However, dealer add-ons that are included in the purchase price (like extended warranties sold by the dealer) would count toward that limit. Be careful about dealers who might try to structure the deal in ways that artificially lower the vehicle price while adding "mandatory" add-ons to get around the price cap. The IRS looks at the actual purchase price of the vehicle as reported on your sales documentation.

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Sean Doyle

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Important point nobody's mentioned yet - if you buy the EV for your rideshare work, it will be a business vehicle (at least partially). This affects how you claim both the EV credit AND your future business deductions. If you use the EV 100% for business, you can take the full credit but then you can't also claim the standard mileage rate for those miles in future years. You'd need to use actual expenses method instead. If you use it partially for personal use (like 70% business/30% personal), the situation gets more complex.

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Zara Rashid

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this isnt correct, i got the ev credit last year and still claim mileage. my tax guy said its fine cause the credit is for buying the car, deductions are for using it. totally different things.

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