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Ask the community...

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Ruby Knight

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My biggest schedule C tip: track EVERYTHING throughout the year! I use a simple spreadsheet with categories that match Schedule C exactly. So much easier than trying to remember everything at tax time. Also make sure to save for quarterly estimated payments - I got hit with penalties my first year because I didn't realize I needed to make those.

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Do you have a template for that spreadsheet you could share? I'm already making a mess of my 2024 expenses and would love to get organized.

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I'm in a similar situation with my first year of self-employment! One thing that helped me was breaking down Schedule C into smaller chunks instead of trying to tackle it all at once. For equipment expenses, you can either deduct the full cost in the year you bought it (if under $2,500 per item) or depreciate it over several years. Most small photography businesses just deduct it all upfront since the amounts are usually manageable. Don't forget about some of the less obvious deductions like: - Professional development (photography courses, workshops) - Software subscriptions (Lightroom, Photoshop, etc.) - Insurance for your equipment - Business bank account fees - Professional memberships Also, keep receipts for everything! Even small purchases add up. I use a simple phone app to photograph receipts right when I make purchases so I don't lose them. One last tip - if FreeTaxUSA is overwhelming, their customer support is actually pretty helpful for walking through the Schedule C sections step by step. Much easier than trying to decode IRS publications on your own!

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GalaxyGazer

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This is super helpful, especially the list of deductions I hadn't thought of! Quick question about the equipment expenses - if I bought my camera and lenses before I officially started the business, can I still deduct them? I purchased everything about 2 months before I got my first paying client. Also, do you know if there's a specific app you'd recommend for receipt tracking? I've been stuffing paper receipts in a shoebox which is clearly not working out well!

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Wait until u see how long the federal refund takes šŸ˜‚

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dont even get me started on that one 😩

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Glad you got it sorted out! Virginia really needs to step up their notification game. I had a similar issue last year where they sent my verification letter to an old address even though I updated it with them. Had to wait weeks for them to resend it to the correct address. At least once you verify, they're pretty quick with processing the refund!

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Just to add another perspective - I asked my tax accountant about a similar situation with tech stocks (selling Microsoft at a loss and buying Google), and she said it's completely fine. The key is that they're different companies with different business models, revenue streams, etc., even if they're in the same sector. She also mentioned that the IRS has never issued super clear guidance on what exactly "substantially identical" means beyond the obvious cases (like selling and buying back the same stock), so they generally interpret it narrowly.

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Your accountant is right. I work in financial planning and we do tax-loss harvesting between different companies in the same sector all the time. The IRS has only really enforced the wash sale rule when it's literally the same security or something directly derived from it (like options on the same stock).

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This is a great question and you're smart to think about the wash sale implications before making the trade. Based on everything I've read and my own experience with tax-loss harvesting, you should be completely fine switching from Barrick Gold to Newmont. The IRS defines "substantially identical" very narrowly - it really only applies to the exact same security or something directly tied to it (like call options on the same stock). Two different companies, even in the same industry with similar business models, are considered distinct securities with their own unique risk profiles, management teams, asset bases, and financial structures. I've done similar sector switches myself - sold some underperforming bank stocks and bought different banks, energy companies for other energy companies, etc. Never had any issues with wash sale disallowances. The key is that GOLD and NEM are completely separate publicly traded companies with different ticker symbols, different management, different mining operations, and different financial performance. Just make sure you're making the investment decision based on your analysis of the companies' fundamentals rather than purely for tax reasons. If you genuinely believe Newmont is a better investment than Barrick going forward, then the tax loss harvesting is just a nice bonus on top of what should be a sound investment decision.

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This is really helpful advice, thank you! I'm curious - when you did your sector switches, did you ever run into any situations where the IRS questioned the trades during an audit? I know the rules seem clear, but I'm always a bit paranoid about having proper documentation to back up my reasoning if they ever ask. Also, do you typically wait any specific amount of time between the sale and purchase, or do you do them on the same day? I know the 30-day rule is what matters, but wasn't sure if there are any best practices for timing the trades.

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I'm also a student & dependent. My tax professor explained that there are actually TWO different filing requirements happening: 1. Self-employment tax filing threshold: $400 2. Income tax filing threshold: $12,950 (standard deduction for dependents in 2025) Even though you have to FILE because of the self-employment, the actual TAXABLE portion follows normal rules. You'll fill out Schedule SE for the self-employment tax on your DoorDash earnings, but your W-2 income still gets the standard deduction.

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What about state taxes tho? Do the same rules apply?

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State tax rules vary significantly depending on where you live. Some states follow federal guidelines closely, while others have their own thresholds and rules for dependents and self-employment income. You should check your specific state's tax department website or use a tax calculator that includes state taxes. Most states do have some form of standard deduction or personal exemption, but the amounts are usually lower than the federal amount of $12,950. States like California, New York, and Illinois have their own specific rules for dependents with multiple income sources.

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The Boss

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As someone who went through this exact situation last year, I can confirm what others have said - you won't lose money doing DoorDash! Here's my real-world example: My DoorDash earnings: $1,200 My campus bookstore job: $7,500 Total income: $8,700 I had to file because of the $400 self-employment threshold, but here's what I actually paid: - Self-employment tax on DoorDash: ~$170 (15.3% on net earnings after deductions) - Federal income tax: $0 (total income was under $12,950 standard deduction) The key thing I learned is that filing a return doesn't automatically make all your income taxable - the standard deduction still protects your regular W-2 income. I actually saved money by tracking my mileage and other DoorDash expenses, which reduced the self-employment tax even more. Don't let tax fears stop you from earning extra money - you'll definitely come out ahead even after paying the self-employment taxes!

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This is super helpful to see an actual example with real numbers! I'm in a similar situation and was really worried about the tax implications. One quick question - when you say you tracked mileage and other DoorDash expenses, what other expenses did you include? I'm doing UberEats and DoorDash and want to make sure I'm not missing any deductions that could help reduce that self-employment tax burden.

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Javier Cruz

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Something no one's mentioned yet - as a full-time student with self-employment income, you might qualify for the American Opportunity Tax Credit or Lifetime Learning Credit. These education credits can significantly reduce your tax bill!

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Zainab Omar

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Ohhh that's really good to know! I'm paying for school partially out of pocket so that could be super helpful. Does tuition I paid in 2023 count for the 2023 tax year, or is it based on when classes actually happen?

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Emma Wilson

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Important note: The American Opportunity Credit has an income limit. With $13,500 you're fine, but if tutoring takes off even more, be aware the credit starts phasing out at higher income levels.

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Max Reyes

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As someone who's been tutoring for a few years now, I can confirm everything others have said about this being self-employment income. One thing I wish I'd known earlier - keep a simple spreadsheet tracking each tutoring session with date, student name (or initials for privacy), hours worked, and amount paid. This makes tax filing SO much easier. Also, since you're making good money from tutoring, consider setting aside about 25-30% of each payment in a separate savings account for taxes. Between federal income tax and self-employment tax, you'll owe a decent chunk. Having it already saved prevents the shock at tax time! The Roth IRA opportunity is huge - definitely take advantage of that. Starting retirement savings in college puts you way ahead of most people. You can contribute for 2023 until the tax filing deadline (usually April 15th), so you still have time to make that contribution if you want.

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Roger Romero

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This is such great practical advice! I wish someone had told me about the 25-30% rule when I started my own tutoring business. I made the mistake of spending all my tutoring income as I earned it and then got hit with a massive tax bill. The spreadsheet tip is gold too - I started doing this halfway through my first year and it made such a difference. I'd also suggest taking photos of any receipts for tutoring supplies or mileage logs right when you get them. I lost so many deductions because I couldn't find receipts later. One question though - do you report tutoring income as it's earned or when you actually get paid? I have a few families that sometimes pay me a week or two late.

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