Has anyone used TurboTax Self-Employed for their rideshare taxes? Worth the extra cost or should I just use the free version and figure out Schedule C myself?

Great question about tracking deductions! I've been doing rideshare for about 2 years now and learned the hard way that organization is key. Here's my approach: **Mileage is #1** - Like others said, this is your biggest deduction. I use Stride (free app) and it automatically tracks when I'm driving. Don't just track passenger miles - track ALL miles while your app is on, including driving to pickup locations and repositioning to better areas. **Other legit deductions I track:** - Phone mount and car chargers - Portion of cell phone bill (I estimate 30% business use) - Car washes and detailing - Air fresheners and cleaning supplies - Dashcam and any safety equipment - Water/mints for passengers (if you provide them) **Standard vs. actual expenses:** Unless you drive a really expensive car or have major repairs, standard mileage rate is usually better. You can still deduct the other business expenses on top of it. **About those cash tips...** Look, I get it's tempting not to report them, but honestly it's not worth the risk. The IRS has been cracking down on gig economy compliance. I report everything and sleep better at night. Plus, reported income helps if you ever need to show income for loans, etc. Start simple with good mileage tracking and expand from there. Don't let perfect be the enemy of good!

Something else to consider - there are actually TWO potential tax events here: 1) When you receive the Bitcoin (taxed as gambling income at fair market value) 2) When you eventually sell/exchange the Bitcoin (which could trigger capital gains/losses) Be super careful about documenting the value when you received it so you don't end up paying taxes twice on the same money!

Hey everyone, I'm dealing with a similar situation and this thread has been super helpful! I wanted to add one more thing that might be useful - make sure you're also tracking any fees the casino charged for converting your winnings to Bitcoin. From what I understand, those conversion fees can potentially be deducted as gambling expenses if you itemize deductions (though only up to the amount of your gambling winnings). My social casino charged about $50 in fees for the Bitcoin conversion, which isn't huge but still worth tracking. Also, @NebulaNomad - since your casino is overseas, you might want to double-check if there are any additional reporting requirements for foreign financial accounts. I'm not sure if social casino accounts qualify, but it's worth looking into given the amount you won. Better safe than sorry when it comes to international reporting requirements! Good luck with your taxes - sounds like you've got some great guidance from everyone here!

PSA for anyone with a similar situation: The IRS has a "safe harbor" where they sometimes don't charge penalties if the unreported income is under a certain percentage of your total income and you have a history of compliance. That said, definitely file the amendment. I've been in a similar situation and the extra tax I owed on a small 1099 was minimal. The peace of mind from knowing everything is correct is worth it!

Hey Zainab, I totally understand the panic - I've been there! This exact situation happened to me two years ago with a forgotten 1099-MISC for about $200. Here's what I learned: First, breathe! This is way more common than you think, and the IRS deals with amendments all the time. You're absolutely doing the right thing by wanting to fix it. The consensus here is spot-on - wait for your original return to process and receive your refund first. I made the mistake of trying to file an amendment immediately and it just created confusion because the IRS couldn't match it to my original return. For the math: You won't owe tax on the full $140 - you'll owe tax based on your marginal tax bracket. So if you're in the 22% bracket, you'd owe about $31 in additional federal tax (22% of $140). Way less scary than you're probably imagining! I ended up owing about $28 in additional tax plus maybe $2 in interest, and zero penalties because I corrected it myself before they caught it. The whole amendment process took about 16 weeks to process, but I got a letter confirming everything was resolved. Pro tip: When you file Form 1040-X, include a brief explanation of what happened. Something like "Discovered unreported 1099 income after filing original return." The IRS appreciates transparency. You've got this!

Can I just say how messed up it is that a 20 year old has to deal with back taxes in the first place? The tax system is so complicated even for simple situations. The IRS should make things more clear about overpayments and just automatically refund money that's not owed without making people chase after it.

I completely understand your situation - dealing with back taxes at 20 is stressful enough without worrying about whether you'll get your overpayment back! The good news is that yes, the IRS will refund you that extra $50 (or however much you actually overpaid once they calculate everything). Here's what typically happens: The IRS will apply your $225 payment to your original tax debt, then to penalties, then to interest. Whatever's left over becomes a credit on your account that they'll automatically refund to you, usually within 6-8 weeks of processing your payment. Since you estimated high to be safe, you were actually being smart - it's better to overpay than underpay and get hit with additional penalties. Just keep an eye on your mailbox for either a refund check or a notice explaining how they applied your payment. If you don't hear anything after 8 weeks, that's when I'd recommend calling them to check on the status. The fact that you're being proactive about this at 20 shows good financial responsibility. Don't stress too much - you'll get your money back!

This is such a relief to read! I've been using Venmo to send my roommate about $1,200 monthly for rent and utilities for the past year and was getting really stressed about potential tax issues. One thing I'd add - if you're really paranoid like I was, you can keep a simple record of what each payment was for (like "March rent + utilities" in the memo). That way if anyone ever questions it, you have clear documentation that these were legitimate expense-sharing payments, not income or business transactions. Also appreciate everyone sharing their experiences with getting official confirmation from the IRS. It's so much better to have peace of mind than to worry about it until tax season!

Thanks everyone for sharing your experiences! This thread has been incredibly helpful. I was getting really anxious about this whole situation, especially after hearing conflicting advice from friends and family. It sounds like the consensus is pretty clear - as long as we're just splitting legitimate living expenses and not making a profit, there's nothing to worry about tax-wise. The key seems to be making sure transactions are marked correctly as personal payments rather than goods/services. I think I'll start being more descriptive in my CashApp memos going forward (like "March rent share - $425" and "utilities split - $425") just to have a clear paper trail. Better safe than sorry! Really appreciate everyone taking the time to explain this. Tax stuff can be so confusing, and it's great to have a community where people share their real experiences and solutions.