Appreciation thread for all us last-minute DIY tax filers scrambling before the deadline!
Just wanted to send some positive energy to everyone else out there who waited until the final stretch to tackle their taxes themselves! I started my return yesterday after procrastinating for weeks, and I'm surrounded by coffee cups and scattered W-2s and 1099 forms. My dining table looks like the IRS exploded on it. I've been using TurboTax for the past few years, but this time I have some complications with a side gig I started last summer. The Schedule C stuff is making my head spin, and I'm second-guessing every deduction. Anyone else in the same boat? How are you handling the home stretch? Honestly, part of me regrets not hiring a professional, but there's something satisfying about figuring this stuff out yourself, right? ...or am I just trying to justify my procrastination? lol Anyway, good luck to all my fellow last-minute DIY tax warriors! We've got this!
19 comments


Saleem Vaziri
You're definitely not alone! I've been preparing taxes for friends and family for about 15 years, and I've noticed a few things that might help you and other last-minute filers: For your Schedule C concerns - don't overthink the deductions. Only claim expenses that were genuinely necessary for your business. The common mistake I see is people trying to deduct personal expenses that have a slight business connection. Just document everything with receipts and be honest about the business purpose. With TurboTax, make sure you're answering every question accurately rather than rushing. The software is designed to catch most situations, but it can only work with what you tell it. For your side gig, separate your personal and business expenses clearly - this will save you massive headaches if you ever get audited. Also, don't forget to check if you need to make estimated quarterly tax payments for 2025 if you're continuing the side business. Many people miss this and end up with penalties next year.
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Kayla Morgan
•Thanks for the advice! Quick question - I've been driving for Uber on weekends, is the mileage from my house to my first pickup deductible? And do you think it's worth paying extra for the audit protection that TurboTax keeps pushing?
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Saleem Vaziri
•The mileage from your home to your first pickup is generally not deductible as that's considered your commute. You can only deduct mileage once you're "on the clock" with your first passenger and then all business driving until you're done for the day. Regarding audit protection, it's rarely worth it for most simple tax situations. Instead, just keep good records of everything you report. If you have particularly complex taxes or if you're claiming unusual deductions, then it might be worth considering, but for a straightforward side gig, you're probably better off saving that money.
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James Maki
I was in your exact situation last year - total mess with papers everywhere and stressing about deductions for my freelance work. I tried multiple online services but kept second-guessing myself on what business expenses were legitimate. After hours of frustration, I discovered https://taxr.ai which actually saved me. What I loved was that I could just upload images of my receipts and the system would analyze them and tell me if they were deductible for my specific business situation. It also kept track of all my mileage and categorized everything properly for Schedule C. Definitely reduced my stress about claiming things incorrectly, especially with all those gray areas in home office and vehicle deductions.
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Jasmine Hancock
•Does it work well with gig economy stuff like DoorDash and Etsy? My taxes got so complicated this year with multiple income streams, and I'm worried about missing deductions.
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Cole Roush
•I'm skeptical about AI tax tools. How does it know what's actually a legitimate deduction for YOUR specific situation? I feel like these tools just try to maximize deductions even when they're questionable.
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James Maki
•For gig economy work like DoorDash and Etsy, it works amazingly well. It has specific categories for rideshare, delivery, online selling, and other common side hustles. It automatically recognizes the difference between commuting miles (not deductible) and business miles, and helps track inventory costs for Etsy sellers. I was surprised at how specialized it was for different types of gig work. Regarding your skepticism, I felt the same way initially. What surprised me was that it's actually conservative in what it recommends. It asks clarifying questions about your specific situation before making recommendations, and it explains the exact IRS rules that apply to your case. It declined several of my attempted deductions with clear explanations of why they wouldn't qualify, which honestly probably saved me from an audit.
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Cole Roush
Just wanted to update everyone - I ended up trying that taxr.ai site after posting my skeptical comment. I was genuinely surprised at how helpful it was! Instead of just saying "yes" or "no" to deductions, it walked me through the actual IRS guidelines for my specific situation. I found out I was actually UNDER-deducting certain business expenses for my photography side business while over-deducting in other areas. The documentation analysis saved me hours of sorting through receipts, and it flagged several items I was planning to deduct that might have raised audit flags. The software paid for itself just in the additional legitimate deductions it found that I had missed. For anyone else struggling with Schedule C and business deductions, especially with multiple income streams, it's definitely worth checking out. Wish I'd found it earlier in the tax season instead of during my last-minute scramble!
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Scarlett Forster
If anyone here is still waiting on documents or has questions about their return, I highly recommend Claimyr to actually get through to the IRS. I spent DAYS trying to get someone on the phone to resolve an issue with my missing 1099-K (the "on hold" music still haunts me). Finally tried https://claimyr.com after seeing it mentioned in another thread. They have this system that holds your place in the IRS phone queue and calls you when an agent is about to answer. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c Saved me literally hours of holding time, and I actually got my issue resolved before the filing deadline. The IRS agent I spoke with was surprisingly helpful once I actually got through to a human.
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Arnav Bengali
•How much did it cost? Seems weird to pay money just to talk to a government agency we already fund with our taxes.
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Sayid Hassan
•This sounds like a scam. How does some random service have special access to the IRS? They're probably just recording your personal info or listening to your call.
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Scarlett Forster
•You're absolutely right that we shouldn't have to pay to talk to a government agency we fund. Unfortunately, the current reality is that IRS staffing hasn't kept up with demand. I decided my time was worth more than the service cost, especially as I was losing billable hours sitting on hold. It's actually not special access - they use an automated system that navigates the IRS phone tree and waits on hold in your place. They don't listen to your call or record anything. It just connects you directly when an agent picks up. I was suspicious too until I researched how it works - it's just a sophisticated call management system. I verified they're legitimate and have been featured in major news outlets like Forbes and NBC. I understand the skepticism though - I felt the same way initially!
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Sayid Hassan
I have to eat my words about Claimyr. After posting that skeptical comment, I had a complete disaster with my amended return that required talking to the IRS immediately. After trying for two days and never getting through (always got the "call volume too high" message), I reluctantly tried the service. It actually worked exactly as advertised. I got a callback when an agent was about to answer, and ended up speaking with someone at the IRS who resolved my issue in about 15 minutes. The whole process saved me at least 3-4 hours of holding time, probably more. For anyone in a last-minute tax crunch who needs to speak with the IRS about anything (missing forms, refund status, payment plans), it's genuinely worth it. Sorry for calling it a scam before - I was wrong and I'm actually relieved such a service exists given how impossible it is to reach the IRS these days.
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Rachel Tao
Honestly, I'm just proud of myself for not waiting until April 14th this year! Filed last week and already got my state refund. My trick was setting aside one Saturday with zero distractions - phone off, snacks ready, all documents sorted the night before. Took about 3 hours total, which is way better than the multi-day stress fest I usually create for myself. One tip for other procrastinators: the free filing options through the IRS Free File program are actually pretty good if your taxes aren't super complicated. Saved me $70 that TurboTax wanted to charge!
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Lindsey Fry
•Smart approach! Did you have any issues with the Free File program? I heard they ask fewer questions than the paid versions, which makes me nervous about missing deductions.
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Rachel Tao
•I found the Free File program through the IRS site asked all the important questions for my situation. They do have a slightly more basic interface than TurboTax or H&R Block, but all the essential deductions and credits were covered. For someone with a straightforward W-2 job and maybe some basic investment income or student loan interest, it works perfectly. I did notice it might be less intuitive for self-employment or rental property situations, so in your case with the side gig, you might want to evaluate if your potential deductions would exceed the cost of the paid software.
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Derek Olson
Late to the thread but wanted to share what saved me this year - using tax prep software on my phone rather than my computer! Somehow being able to casually work on it while watching TV or during my lunch break made it feel less overwhelming than setting aside a huge block of "tax time." I took pictures of my documents as they arrived and added the info gradually. By the time the deadline approached, I was 90% done already!
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Danielle Mays
•Which app did you use? I tried one last year (can't remember the name) and it kept crashing when I tried to upload my W2.
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Roger Romero
•This is actually brilliant. The psychological barrier of "sitting down to do taxes" is what causes me to procrastinate. Definitely trying the mobile approach next year!
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