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Ask the community...

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Owen Jenkins

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Something nobody's mentioned yet - if you bought the car in a different state with lower sales tax, you might have paid "use tax" to your home state to make up the difference. That use tax is also deductible as part of your sales tax deduction if you itemize. Just be careful not to double-count if you've already included it somewhere else on your return.

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Lilah Brooks

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Good point! But how would you document that for the IRS? My brother bought a car in Oregon (no sales tax) but had to pay use tax when he registered it in California.

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Owen Jenkins

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The receipt or documentation from your state's DMV or revenue department when you paid the use tax serves as your documentation. Usually when you register an out-of-state vehicle, they give you a receipt showing the use tax paid - that's what you'd keep for your records. In your brother's California case, the CA DMV would have provided documentation when he registered the vehicle and paid the use tax. That's what he'd need to keep to substantiate the deduction if he itemizes.

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Gonna add something important - if you financed the car, only the sales tax you actually paid is deductible in 2023, not the total sales tax on the purchase price. Like if the dealer rolled your sales tax into your financing, you technically haven't paid all that tax yet, only the portion in your payments for 2023.

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That's not right. The full sales tax is deductible in the year of purchase even if you financed the car. The dealer paid the full tax to the state at the time of purchase, so you get the full deduction.

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Another angle to consider: if you have a legitimate home office deduction (which many ICs do), you might be able to deduct coffee as part of your home office utilities or supplies. I've been doing this for years - not itemizing each coffee purchase, but including coffee supplies as part of my overall home office expense calculation.

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Do you have any documentation on this approach? I've never heard of being able to include coffee as part of home office expenses and want to make sure I don't get audited.

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I don't have official documentation, just what my CPA advised me. The key is not to list "coffee" as a line item but to incorporate reasonable office supplies/consumables into your overall home office deduction. The regular home office deduction already accounts for things like this. My approach is just making sure that my home office is legitimate (dedicated space, regular use for business, etc.) and then taking the standard deduction for it. I don't specifically break out coffee as a separate expense - it's just considered part of the overall home office usage.

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Just a practical tip as someone who's been audited before: keep in mind that even if you technically CAN deduct something, you have to ask if it's worth the potential scrutiny. $500/year in coffee deductions could trigger questions that end up costing you thousands in accounting fees or time spent defending the deduction.

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This is really good advice that people overlook. What was your experience with the audit like? Did they focus on small deductions or bigger issues?

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Salim Nasir

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One thing that doesn't get mentioned enough is that LLC status CAN affect your taxes in certain states even if it doesn't at the federal level. In my state, we have to pay an annual LLC fee of $800 regardless of whether the business makes any money. That's a real tax consequence of having an LLC! Also, some states tax LLCs differently than sole proprietorships at the state level. Worth looking into your specific state's rules before deciding whether to form an LLC.

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Hazel Garcia

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Are you in California by any chance? That $800 minimum tax is brutal. Do you think the liability protection is worth that annual fee for a small side business making maybe $15k a year?

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Salim Nasir

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Yep, California's $800 LLC tax is exactly what I was referring to! For a business only making $15k annually, I personally don't think the LLC is worth it unless you're in a high-liability industry. That $800 represents over 5% of your gross revenue before any other expenses. Many small business owners don't realize they can get decent liability protection through good business insurance policies without the LLC structure and fees. A general liability policy might only cost $500-700 annually compared to the $800 state fee plus LLC formation costs.

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Laila Fury

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Random question but how does all this LLC stuff affect my taxes if I'm a single-member LLC but drive for uber part time and also sell stuff on etsy? Do I need separate LLCs or can I just have one for everything?

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You can have a single LLC that covers multiple business activities if you want. On your Schedule C, you'd either need to: 1) file separate Schedule Cs for each substantially different business activity or 2) use the primary business code that represents your main activity. For tax purposes, it's more about properly categorizing and reporting the different income streams than about having multiple LLCs.

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One thing nobody's mentioned yet - you might actually be owed refunds for some of those years! The IRS only has 3 years to issue refunds, so anything before 2022 would be forfeit now, but still worth checking. I'd also recommend preparing for a potential CP2000 notice if you had income reported to the IRS that you haven't accounted for. Once you start filing, they'll match your reported income against what they have on file. Keep good records of EVERYTHING during this process. Every letter, every payment, every confirmation number. The IRS systems don't always talk to each other efficiently.

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Leila Haddad

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Thank you for mentioning potential refunds! I hadn't even considered that possibility. Do you know if receiving a refund for one year could offset what I might owe for other years automatically? And what exactly is a CP2000 notice? Is that something I should be worried about?

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The IRS will generally apply any refunds to outstanding tax debts automatically. So yes, if you're due a refund for 2022 but owe for 2018, they'll typically apply that refund to reduce your 2018 balance. This happens automatically in most cases. A CP2000 is a notice of proposed adjustment to your tax return. It basically means "we think you didn't report all your income." It's not an audit, but it means the IRS identified a discrepancy between what you reported and what they have on record from W-2s, 1099s, etc. Not something to panic about, but you'll need to either agree with their assessment or provide documentation showing why they're incorrect.

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Zara Khan

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don't forget state taxes too!! i made this mistake when catching up on back filings - did all the federal work and then realized i had to do state taxes separately for each year. some states have different requirements for back filing and different penalties too.

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Plus if you lived in different states during those years you might need to file partial year returns for each state! I had to file in 3 different states for one tax year when I moved around for work. Total nightmare.

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Avery Davis

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13 Something important people often miss with the home office deduction: it has to be your PRINCIPAL place of business for that particular business activity. If you mainly perform your music work elsewhere (like at gigs or recording studios) and just do occasional work at home, it might not qualify. Also, if you use the regular method instead of simplified, remember that when you sell your home, you might have to recapture some depreciation, which could affect your taxes then. The simplified method doesn't have this issue.

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Avery Davis

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2 I'm confused about the principal place of business requirement. I'm a graphic designer and I do most of my actual design work in my home office, but I meet clients at coffee shops and sometimes work at the library when I need a change of scenery. Does that disqualify me?

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Avery Davis

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13 You're still likely eligible for the deduction. The key is where you perform the primary activities of your business. For a graphic designer, if your actual design work is primarily done in your home office, that would qualify as your principal place of business even if you meet clients elsewhere or occasionally work in different locations. The IRS looks at factors like where you spend the most time working and where the most important aspects of your business are performed. Since the core creative work of graphic design happens in your home office, that should satisfy the principal place of business requirement.

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Avery Davis

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19 Quick question - does anyone know if I need to file a specific form for the home office deduction? I'm using H&R Block software to file and it's asking me all these questions about my home office but I don't see where it's actually calculating the deduction.

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Avery Davis

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10 The home office deduction goes on your Schedule C (Profit or Loss from Business) if you're self-employed. The software should automatically calculate it based on the information you provide about your home office. There's no separate form specifically for the home office deduction itself. When you input your business expenses in the software, there should be a section specifically for home office. The software will ask if you want to use simplified or regular method, then either ask for square footage (simplified) or ask for all your home expenses and the percentage used for business (regular method).

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