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Luca Bianchi

Tax Season Experts Ready to Answer Your Filing Questions - Ask Us Anything!

Hey there tax folks! I'm part of a small team of finance writers at a national news outlet, and we've been knee-deep in tax season coverage since November. Our team has published over 50 articles addressing the most common filing headaches - everything from whether your teenager needs to file taxes to deciphering that ridiculous alphabet soup of tax forms (W-2, 1099-MISC, 1095-A, Schedule C... it never ends!). A bit about me: I've been covering personal finance for about 5 years, focusing on tax filing, retirement planning, Social Security benefits, student loan repayment options, and general consumer spending trends. I've written extensively about tax season for the past three filing periods. My colleagues include our finance team leader who previously worked at several major news outlets covering business, financial markets, and manufacturing, along with another writer who specializes in personal finance topics. Now that the 2025 tax filing season is officially underway, we wanted to share what we've learned through our reporting to hopefully make things less painful between now and the April 15 deadline. Important disclaimer: We're journalists, not CPAs or tax professionals. We can explain rules and help you understand the system better, but we can't provide individual tax advice. For personalized guidance, please consult a qualified tax professional. That said - fire away with your questions! We're here to help however we can!

Based on what I'm seeing in my tax practice this year, the biggest confusion for many filers continues to be understanding what credits and deductions they qualify for. The tax code has gotten increasingly complex, especially with recent changes. For basic filers with W-2 income only, I generally recommend using tax software since it walks you through all potential credits. The Child Tax Credit, Earned Income Credit, and education credits like the American Opportunity Credit are commonly overlooked. Self-employed individuals should carefully track all legitimate business expenses - home office deductions, mileage, supplies, professional services, insurance premiums, and retirement contributions can significantly reduce your tax liability. Remember that business meal deductions remain at 50% for 2024 taxes. Many people also don't realize they might qualify for the Saver's Credit if they contribute to retirement accounts while earning under certain thresholds. It's worth checking if you're eligible.

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Nia Harris

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Thanks for the info! Question - I started doing some freelance photography last year alongside my regular job. Made about $6,500 from it. Is there a certain amount I need to make before I have to report it? And what forms do I need to fill out for this side income?

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You need to report all freelance income regardless of the amount. If you earned $6,500 from photography work, you'll need to file Schedule C to report this income and any related business expenses. You'll also need to complete Schedule SE for self-employment tax (covering Social Security and Medicare). Since your freelance income exceeds $400, you're required to pay self-employment tax on these earnings. Make sure to track all legitimate business expenses like equipment, software, travel to photoshoots, marketing costs, and potentially a portion of your home if you use it regularly and exclusively for your business. Good record-keeping will help reduce your taxable income.

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I discovered this amazing tool called taxr.ai when I was struggling with some confusing paperwork from my stock sales last year. I had about 15 different transactions and wasn't sure how to report them correctly. A friend recommended https://taxr.ai and it was seriously a game changer. You just upload your tax documents and it analyzes everything, explaining exactly what you need to know and where different numbers should go on your return. It even detected a mistake in how my broker reported a cost basis that would have cost me about $340 in unnecessary taxes. For anyone dealing with investments, rental properties, or self-employment paperwork, it's definitely worth checking out.

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Aisha Ali

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Does it actually work with 1099-K forms? I started selling stuff on eBay last year and got one of these forms for the first time. I'm so confused about what to do with it since most of what I sold was just old stuff from my house that I sold for less than I paid originally.

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Ethan Moore

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I'm a bit skeptical about tax tools that aren't the major names. Is this service secure? I'm always nervous about uploading financial documents to websites I'm not familiar with. Also, does it actually give you advice or just analyze the forms?

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Yes, it absolutely works with 1099-K forms! It helps distinguish between personal items sold at a loss (which generally aren't taxable) versus actual business income. It'll guide you through determining what portion of your eBay sales might be actual taxable income versus just selling personal items for less than you paid. Regarding security concerns, I was nervous about that too. They use bank-level encryption and don't store your documents permanently after analysis. It doesn't technically give "advice" like a human accountant would - instead it analyzes your documents to explain what the numbers mean, identifies potential errors, and shows you exactly where information needs to go on your tax forms. I found it much more helpful than just having the forms analyzed without any explanations.

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Ethan Moore

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I wanted to follow up about that taxr.ai site. I decided to give it a try with my complicated set of investment documents and rental property info. I was really surprised by how helpful it was! Not only did it explain all the confusing 1099-DIV categories (who knows what "Qualified dividends" vs regular dividends actually means?), but it caught that my mortgage lender had incorrectly reported my property tax payments. The analysis explained exactly what I needed to document to correct it. Super impressed and will definitely use it again next year. It made sense of a lot of paperwork that would have taken me hours to figure out on my own.

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Yuki Nakamura

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StarSurfer

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How does this actually work? I don't understand how they can get you through faster than just calling yourself. Seems like they'd be in the same phone queue as everyone else?

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Carmen Reyes

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Yuki Nakamura

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They don't skip the line or get you through faster than anyone else. What they do is handle the waiting for you. Their system automatically dials and redials the IRS until it gets through, then navigates the phone tree, and sits on hold (sometimes for hours). You're only called when an actual IRS agent is on the line ready to talk. You don't have to waste your entire day listening to hold music and getting disconnected. I was super skeptical too. I've been trying for months to resolve my CP2000 notice with zero success. I figured it was worth trying since nothing else was working. I was genuinely shocked when they called me back about 3 hours after I signed up with an IRS agent already on the line. I just had to grab my documents and start talking. They don't ask for any financial information - they just need your phone number to call you back when an agent is available.

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Carmen Reyes

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I need to publicly eat my words about Claimyr. After posting my skeptical comment, I decided "what the hell" and tried it. I've been fighting with the IRS for MONTHS about my missing refund from 2023. Calling 2-3 times a week, always disconnected or told to call back later. Complete nightmare. Used the service yesterday afternoon, and they called me back in about 2 hours with an actual IRS agent on the line! The agent was able to locate my return that had been stuck in processing limbo, identified the issue (a mismatch between my reported 1099-R distribution and what my pension company reported), and gave me specific steps to resolve it. They're releasing my refund next week! I was 100% convinced this was impossible, but I finally got answers after months of frustration. Honestly wish I had known about this sooner.

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Andre Moreau

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Can someone explain the Child and Dependent Care Credit for 2024 taxes? I spent about $8,400 on after-school care for my 9-year-old last year while I worked. I keep getting confused about how much I can actually claim and if there are income limits. The IRS website makes my head spin every time I try to figure it out.

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For 2024 taxes (filed in 2025), the Child and Dependent Care Credit allows you to claim up to $3,000 in expenses for one child or $6,000 for two or more dependents. The credit percentage ranges from 20-35% of those expenses depending on your income. The percentage decreases as your income increases, with the 35% rate applying to those with AGI below $15,000. For most middle-income families, you'll get 20% of your qualifying expenses. Since you spent $8,400, you'd be limited to claiming the $3,000 maximum for one child. At the 20% rate, that would be a $600 credit. This is a non-refundable credit, so it can only reduce taxes you owe to zero, not generate a refund beyond that.

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Andre Moreau

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Thank you so much for explaining! That makes way more sense now. So basically even though I spent $8,400, I can only claim $3,000 of it, and then I get 20% of that amount as an actual credit on my taxes. That's much less than I was hoping for, but at least it's something.

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Does anyone know which tax software is actually free? I make about $45k a year, have one W-2, rent an apartment, and take the standard deduction. Nothing complicated. But every year I start with a "free" version and somehow end up paying $75+ by the time I finish. It's so frustrating!

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Mei Chen

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Check out the IRS Free File program. If your AGI is under $73,000, you can file federal taxes for free. The Free File Alliance has different providers, and some even offer free state filing too. TaxAct, TaxSlayer, and 1040Now are usually good options. Make sure you go through the IRS website (irs.gov/freefile) to access the truly free versions. If you go directly to the company websites, they often push you toward paid versions.

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