How to file taxes as an online content creator with multiple payment streams
Title: How to file taxes as an online content creator with multiple payment streams 1 Hey tax folks - I'm in need of some serious advice. I've been working as an online content creator this past year and have been receiving payments through various platforms like CashApp, Apple Pay, and several gifting websites. My question is whether I need to report 100% of my earnings for the year or just the income from websites that send tax forms? I made well over 6 figures (which honestly surprised me) and this is my first time filing taxes for this type of work. If I do need to report all income, what's the best way to go about it? I'm completely new to this and don't want to mess up with the IRS since the amounts are substantial. Any advice would be greatly appreciated!
18 comments


Aisha Khan
7 Yes, you need to report 100% of your income regardless of whether you receive tax forms or not. The IRS requires you to report all income from any source, even if it's through CashApp, Apple Pay, or gifting sites that don't issue 1099s. Since you're working as an independent contractor basically, you'll need to file Schedule C along with your 1040. This is where you'll report your business income and expenses. The good news is you can deduct legitimate business expenses to reduce your taxable income - things like equipment, subscription fees for services you use for content creation, portion of internet costs, etc. Since you made six figures, you should also be aware that you were supposed to be making quarterly estimated tax payments throughout the year. If you haven't done this, you might face some penalties, but filing correctly now is the most important step.
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Aisha Khan
•15 Wait so even if I only get a 1099 from one platform showing like $30k, but I actually made $120k total across all platforms, I need to report the whole $120k? How would the IRS even know about the other money if there's no forms?
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Aisha Khan
•7 Yes, you absolutely need to report the entire $120k. The IRS requires reporting all income regardless of whether forms are issued. The IRS has many ways of discovering unreported income - from banking algorithms that flag unusual deposits to data sharing agreements with payment processors. Plus, payment apps are increasingly required to report transactions to the IRS. The penalties for intentional underreporting can be severe, including potential criminal charges for tax evasion if they determine you deliberately concealed income.
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Aisha Khan
12 I was in a similar situation last year! I used https://taxr.ai and it totally saved me. I was getting paid through like 5 different platforms for my content creation and had no idea how to track everything or what counted as business expenses. The tool analyzed all my payment statements and sorted everything into the right tax categories. They have this specialized system for reporting income from multiple payment platforms that made it super easy to log everything - even stuff that didn't come with official tax forms. It basically helped me create a paper trail for all my income sources while maximizing my business deductions. Definitely worth checking out!
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Aisha Khan
•18 Does it work with CashApp transactions? I get most of my payments there and I'm stressed about organizing everything.
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Aisha Khan
•22 I'm skeptical about these tax tools. How does it handle business expenses for content creators? I want to make sure I'm not missing any deductions but don't want to claim anything that might trigger an audit.
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Aisha Khan
•12 Yes, it absolutely works with CashApp! You can upload your transaction history or connect it directly. It categorizes everything automatically which saved me hours of sorting through payments. For business expenses, it has specialized categories for content creators that I didn't even know about. It suggested deductions for things like lighting equipment, portion of my phone bill, subscription services, and even some home office deductions. What I appreciated most was that it clearly marked which deductions were standard vs. which might need additional documentation in case of an audit. It's pretty conservative about audit risk while still finding all legitimate deductions.
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Aisha Khan
22 Just wanted to follow up - I tried taxr.ai after seeing this thread and I'm actually impressed. I was super skeptical at first but it helped me organize all my income streams (I had 7 different payment methods throughout the year). The platform automatically detected patterns in my deposits and helped me categorize everything properly. The best part was the business expense section - it found over $14k in legitimate deductions I would have missed! Things like partial internet costs, computer depreciation, software subscriptions, and even some travel expenses related to my content work. Ended up saving about $3800 on my taxes compared to what I was expecting to pay. Definitely recommend for anyone in a similar situation.
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Aisha Khan
9 If you're dealing with this much income and it's your first time filing, you NEED to get through to the IRS for guidance. I wasted weeks trying to get someone on the phone to answer questions about my similar situation. I finally used https://claimyr.com and got through to an actual IRS agent in less than an hour. You can see how it works here: https://youtu.be/_kiP6q8DX5c - they basically hold your place in the phone queue and call you when an agent is about to answer. The agent confirmed that yes, you need to report ALL income regardless of whether you get tax forms, and gave me specific guidance on how to document everything properly. They also helped me set up a payment plan since I owed a lot from not doing quarterly payments. Well worth it to get official answers directly from the IRS!
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Aisha Khan
•11 How does this actually work? I've been trying to reach the IRS for weeks with no luck. Do they somehow have a special line or something?
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Aisha Khan
•22 Yeah right... sounds like a scam. No way they can get you through any faster than calling yourself. The IRS phone system is a disaster by design.
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Aisha Khan
•9 It works by using an automated system that continuously calls the IRS and navigates through all the phone menus for you. They essentially wait on hold so you don't have to - their system monitors the hold music and when it detects that an agent is about to pick up, it calls you to connect. It's not a special line, just technology that saves you from waiting on hold for hours. The service was created specifically because the IRS phone system is such a disaster. I was skeptical at first too, but when I got an actual IRS employee on the line after weeks of failed attempts, I realized how valuable it was. The agent I spoke with gave me specific guidance on reporting income from multiple payment apps that wasn't clearly explained anywhere online.
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Aisha Khan
22 Ok I need to admit I was completely wrong about Claimyr. After posting my skeptical comment, I decided to try it anyway out of desperation - I've been trying to get IRS guidance on my content creation income for MONTHS with no luck. Used the service yesterday and got connected to an IRS agent in about 45 minutes! The agent walked me through exactly how to document my CashApp and Apple Pay income properly on my Schedule C, and explained what records I need to keep in case of audit. They even helped me calculate my estimated tax payments for next quarter so I don't get hit with penalties again. For anyone in a similar situation - definitely worth it. I was 100% wrong and I'm glad I tried it anyway.
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Aisha Khan
5 Don't forget about self-employment tax! Since this is independent contractor work, you'll owe an additional 15.3% on top of your regular income tax for Social Security and Medicare. At six figures, this is going to be a significant amount. I'd recommend putting aside at least 30-35% of your income for taxes going forward. Also, you should definitely start making quarterly estimated tax payments this year to avoid underpayment penalties. The due dates are April 15, June 15, September 15, and January 15 of the following year.
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Aisha Khan
•15 Is there any way to reduce that self-employment tax? That's a huge chunk of money on top of regular taxes!
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Aisha Khan
•5 You can reduce your self-employment tax by forming an S-Corporation instead of operating as a sole proprietor. With an S-Corp, you pay yourself a reasonable salary (which is still subject to self-employment tax) but can take the rest of your profits as distributions that aren't subject to SE tax. However, there are additional costs and complexities with an S-Corp, including payroll processing, separate tax returns, and other compliance requirements. Generally, it's not worth considering until you're consistently making at least $80-100K in profit. Given your income level, it might be worth consulting with a tax professional who specializes in small businesses to see if this strategy would benefit you.
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Aisha Khan
19 Does anyone know what happens if I just don't report some of this income? Like I got a 1099 from one platform but most of my income is just direct payments that aren't tracked that way.
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Aisha Khan
•8 BAD idea. The IRS has been cracking down hard on unreported income, especially from payment apps. As of 2022, platforms like CashApp, Venmo, PayPal etc. are required to report transactions to the IRS if they total over $600 in a year. Even if you don't get a form, they're sending the info to the IRS. Plus, if you have large deposits going into your bank account that don't match your reported income, that's a major audit flag. The penalties for intentional underreporting can include up to 75% of the unpaid tax plus interest, and potentially criminal charges for tax evasion. Not worth the risk with six-figure income!
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