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Tax filing questions for selling feet pictures online - reporting 1099 income?

Hey everyone, I'm in a bit of a financial pickle with student loans piling up, and I'm looking into some side gigs to make extra money. I've been researching selling foot photos online and have some tax/legal questions I can't seem to find clear answers on. I'm planning to use a business name/alias for this, and I have several concerns: 1) If I create a PayPal account under my business name, will the tax documents they send have that name or my legal name? 2) How do I properly connect income earned under my business name with my personal tax return? Especially since they have different names. 3) Will future employers see this business when they run background checks using my SSN? 4) Do I have to disclose this business name/alias on all future documents and applications? 5) Can anyone (like future employers) find out specifically what I was selling to earn this income? 6) Can I use the same PayPal account/business name for other side gigs like tutoring? Any issues with mixing income streams? 7) What tax forms will I need to file for this type of income? (1099-NEC, Schedule C, etc.) 8) Any other legal or tax advice would be super appreciated! This debt is crushing me and I'm just trying to find ethical ways to make some extra cash. Thanks in advance for any help!

Hey there! I understand the financial pressure you're under. Let me help clarify some of these tax questions. For income from selling digital content (including feet pics), you'll be considered a self-employed independent contractor. Here's what you need to know: 1) PayPal will issue a 1099-K if you receive over $600 in payments (new threshold for 2025). They'll use whatever legal information you provided when setting up the account, which must be your real name and SSN/TIN for tax purposes. 2) You'll report all this income on Schedule C (Profit or Loss from Business) as part of your personal tax return. You can use a "doing business as" (DBA) name, but your legal name and SSN still connect everything. 3) Standard background checks don't typically show self-employment income sources, just employment history, credit, and legal issues. You'll need to keep track of all income and business expenses. The IRS doesn't care what specific product you're selling as long as it's legal and you're reporting the income accurately.

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What about business expenses? Can OP deduct things like pedicures, lotion, or photo equipment as business expenses to reduce the taxable amount?

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Absolutely! You can deduct legitimate business expenses that are ordinary and necessary for your business. For selling foot photos, potential deductions might include a portion of your phone/camera equipment, lighting, props specifically used for photos, editing software, website fees, and marketing costs. Regarding personal care items like lotions or pedicures, these could potentially be deductible if they're specifically for your product photos and not personal use. Keep detailed records showing the business purpose. For items with mixed use (personal and business), you can only deduct the business portion.

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I went through something similar last year with online content creation (not feet pics specifically, but similar tax situation). After hours of frustrating research and conflicting advice, I found taxr.ai (https://taxr.ai) and it was a game-changer. You upload your 1099 forms and income documents, and their AI analyzes everything to maximize deductions for self-employed creators. It also answers specific questions about business aliases and keeping your side gig separate from your main employment. The best part is it explains everything in plain English without judgment. It was super helpful for figuring out exactly what I could deduct as a digital content creator and how to properly report income under different business names. Saved me from a ton of anxiety about doing something wrong!

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Does taxr.ai actually help with the specific situation of using an alias/business name? My main concern is keeping my side gig private while still being legally compliant.

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I'm skeptical about these AI tax services. How does it compare to just hiring a regular accountant who knows self-employment stuff? Won't a human give better advice for unusual situations?

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Yes, it specifically addresses situations with business names and aliases. You can input both your legal name and business name, and it helps organize everything properly for tax filing while maintaining privacy. It explains exactly how to structure things so you're compliant without unnecessarily revealing personal details. For comparison with human accountants, I actually tried both routes. While a human accountant is great, many aren't familiar with online content creation specifically. The AI is trained on thousands of similar cases and provides very specific guidance for digital creators. Plus, you can ask unlimited questions without feeling judged or paying extra consultation fees.

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Just wanted to update after trying taxr.ai from the recommendation above. It was exactly what I needed! I uploaded my PayPal statements and it automatically categorized everything, showing me which expenses were deductible for my content creation business. The documentation guidance was super helpful - it explained I should keep my business name consistent across platforms but that I don't need to register a formal DBA unless my state requires it. It also showed me how to properly report everything on Schedule C while maximizing privacy. The section on record-keeping requirements was eye-opening too. Definitely feeling more confident about tax season now!

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If you're worried about tax issues, wait until you try calling the IRS with questions! I spent THREE DAYS trying to get through to ask about reporting digital content income and using a business name. Always busy or disconnected. Finally used Claimyr (https://claimyr.com) after seeing it in a YouTube video (https://youtu.be/_kiP6q8DX5c). They got me connected to an actual IRS agent in about 20 minutes when I'd been trying for days. The agent confirmed everything I needed to know about Schedule C reporting and using a business name vs. legal name. Huge relief to get official answers straight from the IRS instead of random internet advice. Definitely worth it for peace of mind on tax compliance.

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How exactly does Claimyr work? Do they just call the IRS for you or what? I don't understand how they get through when nobody else can.

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This sounds like BS honestly. The IRS doesn't give specific tax advice like that over the phone. They just direct you to publications or tell you to talk to a tax professional. No way they gave detailed advice about business names and Schedule C reporting.

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They don't call for you - they hold your place in the IRS phone queue and call you when they reach an agent. It uses some tech to navigate the phone system and stay on hold so you don't have to. When they reach a person, you get a call to connect with the agent directly. The IRS absolutely does answer procedural questions like this. They won't give complex tax planning advice, but they regularly clarify reporting requirements. The agent I spoke with explained the proper way to report 1099 income under a business name, confirmed I needed Schedule C, and directed me to specific publications for more details. They won't plan your taxes, but they will explain compliance requirements - that's literally part of their job.

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I was completely wrong about Claimyr and need to apologize. After my skeptical comment, I decided to try it myself since I had questions about reporting online income that weren't covered in the IRS publications. Within 30 minutes, I was speaking with an IRS representative who patiently explained how to properly report income from digital content sales and clarified the rules around business names vs. legal names on tax forms. I was shocked at how helpful they were. The agent even emailed me specific form instructions and documentation requirements I'd need to maintain. Never would have gotten this information otherwise since I gave up trying to call them on my own after hours of attempts.

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Something important nobody's mentioned yet - if you're making decent money from this, consider making quarterly estimated tax payments. Self-employment income doesn't have taxes withheld, and you'll owe both income tax AND self-employment tax (15.3% for Social Security/Medicare). If you don't pay enough throughout the year, you could face underpayment penalties. Form 1040-ES is what you'll use for quarterly payments. Also, check if your state requires you to register your business name as a DBA ("doing business as"). Some states require this if you're operating under a name different from your legal name. Requirements and fees vary by location.

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How much would you need to make before quarterly payments become necessary? Is there a specific threshold?

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The general rule is that you need to make quarterly estimated tax payments if you expect to owe $1,000 or more in taxes for the year. For self-employment income, this can happen pretty quickly since you're paying both income tax and self-employment tax (Social Security and Medicare taxes). As a very rough estimate, if you're making $5,000-6,000 in net profit from this business after expenses, you'll likely hit that $1,000 tax threshold depending on your overall tax situation and other income. The IRS has a "safe harbor" provision where you won't face penalties if you pay at least 90% of your current year tax or 100% of your previous year's tax (110% if your AGI was over $150,000).

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Former adult content creator here. Beyond the tax stuff, protect yourself legally: 1) Consider forming an LLC if your income gets substantial (over $10k/year). It's an extra layer of protection and can make your business name official. 2) Keep ALL income from this completely separate from your regular job income. Separate PayPal, separate bank account if possible. 3) Document EVERYTHING. Save screenshots of payments, keep detailed expense records, and maintain a business log. In case of audit, you need to prove this is a legitimate business. 4) Look into a VPN and privacy tools for online security. 5) Be careful with PayPal - they're known to freeze accounts associated with adult content. Some creators use alternative payment processors. Good luck and stay safe!

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Has anyone here actually been audited for this type of business? I'm worried about what that process would look like and how detailed the IRS gets about the specific nature of the content being sold.

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