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Ask the community...

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Ben Cooper

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Fashion stylist here! I've been freelancing for 7 years and have successfully deducted wardrobe purchases for portfolio development. My accountant classifies them as "professional supplies" rather than "clothing." The distinction matters to the IRS. Keep EVERYTHING separate - have dedicated storage for these items, never wear them personally, and document each item's business purpose. I take photos of the storage area and keep a digital inventory with links to the photoshoots where each piece was used. Also deductible: garment bags, storage containers, steamers, styling tools, fashion reference materials, and transportation costs for picking up/returning items. The business percentage of your phone and internet are deductible too since you're likely using them to coordinate shoots and share your portfolio.

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Naila Gordon

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Do you have a separate business bank account for your styling purchases? My accountant keeps telling me I need to stop mixing personal and business expenses but setting up a business account seems complicated.

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Ben Cooper

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Yes, having a separate business account is absolutely essential! It doesn't have to be complicated - I started with a simple second checking account at my regular bank specifically for business transactions. Using separate accounts creates a clear audit trail that shows the IRS you're treating your styling work as a legitimate business, not a hobby. Most banks offer basic business checking with minimal fees, and the organization it provides is worth every penny. It made my tax preparation so much simpler since I wasn't trying to sort through mixed personal and business transactions at tax time. This separation is probably the single most important step you can take to legitimize your deductions.

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Cynthia Love

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Just FYI - I'm a freelance stylist who got audited last year. The clothing deductions were the exact thing that triggered it! After going through the whole painful process, here's what I learned: The IRS specifically looks at whether items could "reasonably substitute" for regular clothing. Editorial pieces that are clearly not everyday wear (avant-garde, oversized, costume pieces) were accepted as deductible. Basic items that could potentially be worn personally (simple dresses, standard blazers, etc.) were rejected even though I only used them for shoots. My advice: separate your purchases into two categories - clear "styling inventory" that's obviously not personal wear, and "dual-purpose" items that might be questionable. Deduct the first category confidently with documentation, and be very cautious with the second.

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Gael Robinson

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This is super helpful context, thank you! Would you mind sharing what kind of documentation ended up satisfying the auditor for the editorial pieces? Did you have to show the actual clothing items or just photos of them being used professionally?

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Chloe Martin

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Just to add something helpful to the original question about inventory and profit - remember that cash flow and taxable income are two different things! You might be cash flow negative (spending more than you bring in) while still having taxable profit. For your reselling business, you should definitely be tracking inventory properly. When you buy $4-9k of inventory, that's not an immediate expense - it's an asset. Only when you sell an item does it become an expense via COGS. This is why many businesses use the accrual method of accounting rather than cash basis.

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Can you explain more about cash vs accrual accounting? I think this might be what's confusing me with my own small business. When should I be using each one?

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Chloe Martin

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Cash accounting is when you record income when you receive payment and expenses when you actually pay them. It's simpler and many small businesses start with this method. Accrual accounting records income when you earn it (even if not paid yet) and expenses when you incur them (even if you haven't paid yet). For inventory-heavy businesses like reselling, accrual often gives a more accurate picture because it matches the expense of goods with the revenue they generate. This prevents situations where you buy a ton of inventory one year but sell it the next, which would distort your profit picture on cash basis.

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Are there any good free resources to learn more about business accounting? I'm in a similar situation as the original poster and feel completely lost.

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The IRS actually has some decent guides! Check out Publication 538 (Accounting Periods and Methods) and Publication 334 (Tax Guide for Small Business). Also, many community colleges offer free or cheap workshops for small business owners on basic accounting and taxes.

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Evelyn Rivera

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I've been a tax preparer for 7 years and this is something that confuses a lot of people. Here's the simple version: Year 1 (2020): Report the full distribution on Form 8915-E and elect to spread it over 3 years. You pay tax on 1/3 of the amount. Year 2 (2021): Complete Form 8915-E again, referencing your original distribution. Pay tax on the second 1/3. Year 3 (2022): Complete Form 8915-E one last time. Pay tax on the final 1/3. You don't need a new 1099-R each year. The original 1099-R from 2020 is documentation for the entire distribution.

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Julia Hall

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Does this also apply if the distribution was from a Roth IRA? I took money out in 2020 but thought Roth distributions aren't taxable anyway?

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Evelyn Rivera

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For Roth IRAs, it's a bit different. If you've had the Roth for at least 5 years and are over 59Β½, then qualified distributions are tax-free. However, if you took an early distribution from a Roth in 2020 that would normally be partially taxable (like earnings withdrawn before 5 years), you could still use Form 8915-E to spread any taxable portion over 3 years. If your Roth distribution was entirely from contributions (not earnings), then it wouldn't be taxable regardless, and the 3-year spread wouldn't apply since there's no tax to spread.

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Arjun Patel

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I'm seeing conflicting advice online about the 8915-E. Some sites say we need to file it for 2021 but others say we should use 8915-F instead. Which is correct?????

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Jade Lopez

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Form 8915-F is the new form for reporting qualified disaster distributions in 2021, but it's for NEW disaster distributions. If you're reporting the SECOND year of a 2020 coronavirus distribution that you already started reporting on 8915-E, you continue with 8915-E for all three years.

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Mei Lin

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In case this helps anyone else - make sure you're looking in the right place for your tax documents on Robinhood. They're not under the same menu as your regular statements. To find tax documents: 1. Go to Account 2. Select Statements & History 3. Choose Tax Documents (not Trade Confirmations) 4. Select the tax year Also, Robinhood sometimes releases tax forms in batches depending on the complexity of your investments. Crypto forms often come first, then stock forms later. If you had any complex situations (wash sales, corporate actions, etc.), your stock forms might be delayed until March.

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Do you know if there's a way to see if my forms are still being processed or if they're just not going to send them? The tax deadline is getting closer and I'm getting nervous.

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Mei Lin

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You can check the status of your tax forms by going to the Tax Documents section I mentioned and looking for a notice about "Remaining Forms." Robinhood usually indicates if you have forms that are still being processed. If there's no indication of pending forms, you may want to contact support directly. Another option is to look at your "Account Statement" for the year - it will show all your activity including stock trades and dividends. While not a substitute for official tax forms, it gives you the information you need to report your taxes properly.

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Amara Nnamani

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Something similar happened to me last year. Did you have very minimal stock activity? If your total proceeds (not profits, but total sales) were under $20, Robinhood might not generate a 1099-B for stocks. Either way, you still need to report the income. Download your account statements and manually enter the information. It's a pain but better than getting a letter from the IRS later!

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This is terrible advice. The threshold isn't $20 for stock sales reporting. Brokers are required to report stock sales on 1099-B regardless of amount. The $20 threshold is for interest income on 1099-INT.

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Oliver Weber

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Just a heads up - you should also check if you received a CP12 notice. That's the standard IRS notice when they make math corrections to your return. Sometimes these can get lost in the mail or look like junk mail (they come in those windowed envelopes that look like bills). You can also create an account on the IRS website to view all notices they've sent you electronically. Go to irs.gov/account and set up an online account. It takes a bit of verification, but once you're in, you can see all correspondence, payment history, and even get transcripts of your tax records which will show exactly what was changed.

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Ava Martinez

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I actually just checked my mail more carefully and found a letter from the IRS that I thought was junk! It's a CP12 like you mentioned. Looks like they disallowed part of my Schedule C deductions because they said I didn't provide enough documentation. Is there a way to appeal this or provide the documentation now?

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Oliver Weber

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Yes, you absolutely can appeal this decision! The CP12 notice should include instructions for how to respond if you disagree with their adjustments. Typically, you have 60 days from the date of the notice to submit your appeal. To appeal, you'll need to write a letter explaining why you disagree with their adjustment and include copies (never originals) of any supporting documentation for the deductions they disallowed. This might include receipts, invoices, bank statements, credit card statements, or other records that prove these were legitimate business expenses. Make sure to reference your tax ID number and the CP12 notice number in your response.

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Something similar happened to me and it turned out to be an identity verification issue. The IRS sometimes flags returns for identity verification if anything looks unusual compared to your previous filing patterns. In my case, I had moved to a different state and had a new job, which triggered their system. They reduced my refund temporarily until I verified my identity. Had to call the special identity verification number (different from regular IRS customer service) and answer a bunch of questions.

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NebulaNinja

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This happened to my sister too! They held her whole refund for like 2 months. The annoying part was they didn't clearly tell her it was for identity verification - she only found out when she finally got through to someone on the phone.

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