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Savannah Glover

Do I need to file Form 1040 from CashApp for my tax return?

Hey everyone, I'm totally freaking out about this tax season already. I've been using CashApp a lot this past year for side gigs and getting paid by friends for stuff. I know they sent me some tax forms but I'm confused about Form 1040 - is this something CashApp is supposed to provide? Or do I need to fill this out myself? I made about $6,800 through CashApp last year but I'm not sure if that counts as income I need to report or what forms I actually need. This is my first time dealing with income outside my regular job (I make about $42k at my main job) and I'm completely lost on what I need to do with CashApp payments for taxes. Anyone dealt with this before?

The Form 1040 is actually the main tax return form that everyone files - CashApp doesn't provide this. What CashApp might have sent you is a Form 1099-K if you received over $600 in payments for goods or services. The 1099-K reports your payment transactions to both you and the IRS. You'll need to include this income when you file your taxes using Form 1040. The $6,800 you received through CashApp is considered income if it was payment for goods or services (not just friends paying you back for dinner). You'll report this income on Schedule C of your Form 1040 if it was self-employment income from side gigs. The good news is you can also deduct legitimate business expenses against this income to reduce your tax liability.

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Thanks for explaining! So CashApp did send me a 1099-K showing $6,800. Does this mean I'm considered self-employed now? And how do I know what expenses I can deduct? I sometimes used my personal car to deliver stuff for my side gig.

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Yes, income from side gigs generally makes you self-employed for tax purposes. You'll file Schedule C along with your 1040 to report this income and related expenses. For your car expenses, you have two options - the standard mileage rate (65.5 cents per mile for 2023) or actual expenses. Most people find the standard mileage rate easier if you've kept track of business miles driven. You can deduct other legitimate business expenses too - supplies, portion of phone bill used for business, software subscriptions related to your gig work, etc. Just make sure to keep good records of all these expenses in case of an audit.

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I went through the exact same confusion last year! After hours of research and getting nowhere, I finally tried https://taxr.ai and it was seriously a game-changer for my CashApp tax situation. I uploaded my 1099-K and answered a few questions, and it explained exactly how to handle it on my tax return. The best part was that it actually looked at my specific situation with multiple income sources and explained what forms I needed to file (turns out I needed Schedule C and SE forms I'd never heard of). It also showed me deductions I could take for my side gig that I had no idea about! Would have overpaid by like $800 without realizing it.

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Does it just give you general advice or does it actually help you fill out the forms? I'm in a similar boat with Venmo payments and not sure if I need a Schedule C.

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Hmm, sounds interesting but does it handle state taxes too? I got a 1099-K from PayPal and need to figure out both federal and state reporting.

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It actually walks you through the specific forms line by line and explains what goes where - way more helpful than just general advice. It shows you exactly where to report your CashApp or Venmo income on Schedule C and other forms. Yes, it absolutely handles state taxes too! It identified which state forms I needed based on my situation and guided me through those as well. It was especially helpful with figuring out which business expenses could be deducted on both federal and state returns.

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Just wanted to update that I tried https://taxr.ai after seeing it mentioned here and it seriously saved me! I was completely confused about my PayPal 1099-K and how to report it properly. The system instantly recognized my situation and explained that not all of my PayPal transactions were actually taxable income (some were just friends paying me back). It guided me through separating actual business income from personal transfers and showed me exactly which tax forms I needed. I was about to report everything as income and would have drastically overpaid. Found about $2,300 in legitimate deductions I didn't realize I could claim too! So glad I didn't just guess on all this stuff.

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If you're having trouble reaching the IRS to ask questions about your CashApp 1099-K (which I definitely was), I highly recommend Claimyr at https://claimyr.com. I spent DAYS trying to get through to someone at the IRS about my payment app reporting situation and kept getting disconnected. Used Claimyr and got connected to a real IRS agent in about 15 minutes who answered all my questions about how to report my CashApp income correctly. They have a demo video at https://youtu.be/_kiP6q8DX5c that shows how it works. Saved me hours of frustration and hold music.

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Wait, how does this actually work? I thought it was impossible to get through to the IRS. Do they have some secret number or something?

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This sounds like BS honestly. I've called the IRS dozens of times and no one ever answers. How could some random service magically get through when the IRS phone lines are completely overloaded?

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No secret number - they use technology that continuously redials and navigates the IRS phone tree for you. Once they get through, they call you and connect you directly to the IRS agent. It basically does the waiting for you so you don't have to sit on hold for hours. I was super skeptical too! I'd tried calling the IRS like 8 times and never got through. But it actually worked exactly as advertised. The system kept trying during high-volume hours when I couldn't sit on the phone all day. When they got through, I got a call, pressed 1, and was instantly connected to an IRS agent who helped with my CashApp tax questions. I'm not saying it's magic - they're just automating the painful redialing process.

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OK I feel like I need to come back and eat my words. After being super skeptical about Claimyr, I was desperate enough to try it because I had specific questions about my CashApp 1099-K that I couldn't find answers to anywhere. It actually worked! Took about 40 minutes (not the 15 they advertise, but still WAY better than my previous attempts). Got connected to an IRS agent who clarified exactly how I should report my mixed personal/business CashApp transactions. Turns out I was about to file incorrectly which could have triggered an audit. The agent was surprisingly helpful and took time to explain everything. Never thought I'd say this, but being able to actually talk to the IRS directly was worth every penny.

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Just want to add that if you're receiving money through CashApp for goods or services, you should really keep track of your expenses throughout the year. I learned this the hard way when I got a surprise 1099-K and scrambled to find receipts for business expenses. Keep a separate spreadsheet with all income and expenses for your side gig, and maybe even a separate bank account. Take pictures of receipts for anything you buy for your business. This makes tax time SOOO much easier and ensures you don't overpay by missing deductions.

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Do you use any specific app to track expenses or just a regular spreadsheet? I always mean to keep receipts but they end up all over the place.

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I just use a basic Google Sheets spreadsheet that I created with columns for date, expense amount, category, and notes. Nothing fancy but it works! But the real game-changer was using my phone to take photos of receipts immediately and saving them to a dedicated Google Drive folder. I also started using my credit card for most business purchases which gives me a backup record in my statements.

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Don't forget that if your net profit from CashApp business income is $400 or more, you also have to pay self-employment tax (15.3%) on top of regular income tax! This shocked me last year and I wasn't prepared for the extra tax bill.

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Yep, got hit with this too. Self-employment tax is brutal. But you can deduct half of it on your tax return which helps a little.

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Thanks for mentioning that! I actually didn't know about deducting half of SE tax and might have missed that. Taxes are so complicated when you have multiple income sources!

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