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Yuki Yamamoto

Sole proprietorship vs standard deduction - which makes sense for my small business?

I'm having trouble getting hold of my accountant and hoping someone can weigh in on this. I've been a sole proprietor for years (freelance photographer and video editor with a dedicated home office setup). I've always done Schedule C with itemized deductions for my business expenses, but my work has slowed down the last couple years. Last year my accountant just went with the standard deduction instead of itemizing because my business expenses weren't high enough to make itemizing worthwhile. I'm pretty sure the same will be true this year too. So before I spend days organizing all my receipts and categorizing everything, I'm wondering if I even need to bother? If I'm taking the standard deduction, what specific information do I actually need to give my accountant for tax prep? Typically I'd track all my business expenses for Schedule C, provide my 1099s and W2s from various gigs, plus my investment statements from Fidelity where everything is consolidated. For context, I'm basically semi-retired at 63, not collecting Social Security yet, and on Medicare with a supplemental plan. I max out my Roth IRA contribution yearly and have a Solo 401k. I don't want to waste time on unnecessary paperwork if the standard deduction is going to be the way to go anyway.

Carmen Ruiz

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Even if you're taking the standard deduction for your personal taxes, you'll still need to complete Schedule C for your business income and expenses. These are two separate things. The standard deduction (which is $14,600 for single filers in 2024) replaces itemized personal deductions like mortgage interest, charitable giving, etc. But as a sole proprietor, you still report all your business income on Schedule C and deduct all your legitimate business expenses there. These business deductions reduce your self-employment income regardless of whether you take the standard deduction or itemize on your personal return. So yes, you should still track and report all your business expenses to your accountant. These directly reduce your business profit, which means less income tax AND less self-employment tax. The business expense deductions on Schedule C are completely separate from the standard/itemized deduction decision.

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Yuki Yamamoto

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Oh wow, I think I've been completely misunderstanding this for years! So even though my accountant used the standard deduction last year, my business expenses on Schedule C were still being deducted from my income? I thought it was an either/or situation. So I should definitely still send my accountant all my business expenses, because those get deducted before the standard deduction even comes into play?

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Carmen Ruiz

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Yes, that's exactly right! Your business expenses on Schedule C reduce your business income directly. Think of it this way: Schedule C calculates your net business profit, and only that profit amount gets transferred to your Form 1040. After your business profit is determined, that's when you decide between standard or itemized deduction for your personal expenses. Most people these days take the standard deduction because it's quite high ($14,600 for single filers in 2024). But this has nothing to do with your business expenses, which are always deductible on Schedule C regardless. So definitely continue tracking and reporting all legitimate business expenses to your accountant. Every dollar of business expenses saves you both income tax and the 15.3% self-employment tax!

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I went through the same confusion last year with my side gig! I found this amazing tool called taxr.ai (https://taxr.ai) that really helped me understand the difference between business expenses and the standard deduction. It analyzes your documents and explains everything in simple terms. I uploaded my 1099s and expense records, and it clearly showed how my Schedule C business deductions worked separately from my standard deduction. It even flagged some business expenses I wasn't claiming that were totally legitimate! The tool explained exactly what I needed to provide my accountant and what I could safely ignore.

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Zoe Dimitriou

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Can this tool actually help with categorizing business expenses? My biggest headache is figuring out what counts as a legitimate business expense versus personal. Like when I use my personal phone for business calls or my home internet for work.

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QuantumQuest

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I'm skeptical about tax tools since they're usually just glorified calculators. Does it actually give personalized advice about sole proprietorship issues or just generic info? My situation with rental property income alongside my consulting business gets complicated.

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The tool does help with categorizing expenses! It looks at your uploads and suggests which expenses fall into which categories (office supplies, travel, advertising, etc.). It was surprisingly good at identifying business vs. personal expenses based on the descriptions. For situations with mixed-use items like phones and internet, it provides guidance on how to calculate the business percentage and document it properly. It even creates a report you can use if you're ever audited.

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QuantumQuest

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I have to admit I was wrong about taxr.ai - I tried it after my last post and it's legitimately helpful. I uploaded my messy expense spreadsheet and some bank statements, and it organized everything by tax category with proper Schedule C codes. The best part was how it handled my mixed business/personal situation. It helped me properly allocate expenses between my consulting business and rental property, and explained exactly which forms each expense belonged on. It identified about $3,800 in legitimate deductions I would have missed. My tax situation is similar to the original poster (sole proprietor with investment income), and this definitely clarified when to use Schedule C vs. Schedule E vs. standard deduction. Saved me from making an expensive mistake!

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If you're having trouble reaching your accountant during tax season, you might want to try Claimyr (https://claimyr.com). I was in the same boat last year - needed to ask the IRS a specific question about sole proprietorship deductions but couldn't get through on their phone lines. Claimyr basically holds your place in the IRS phone queue and calls you back when an agent is available. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c. I was able to get a definitive answer about home office deductions for my situation in about 45 minutes instead of waiting on hold for hours.

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Mei Zhang

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How does this actually work? I've tried calling the IRS multiple times about my Schedule C questions but always give up after being on hold forever. Does this service just automate the hold process somehow?

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Liam McGuire

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This sounds like BS honestly. The IRS phone system is notoriously terrible - if there was a magic way to skip the line, everyone would be using it. I've literally spent 3+ hours on hold multiple times this year trying to resolve an issue with my sole proprietor tax ID.

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It's not magic - they use an automated system that waits on hold for you and rings your phone when it detects a human has picked up. It's basically a robocall system working in reverse. The service connects to the IRS call center and navigates through all the initial menus for you based on what you're calling about. The reason everyone isn't using it is simple - most people don't know about it yet. I was skeptical too until I tried it. I set it up, went about my day, and got a call back when an agent was ready. No more wasting hours with a phone stuck to my ear.

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Liam McGuire

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I need to publicly eat my words about Claimyr. After posting that skeptical comment, I decided to try it as a last resort for my EIN verification issue that's been preventing me from e-filing my sole proprietor return. Set it up yesterday afternoon, expecting nothing. About 90 minutes later got a call connecting me directly to an IRS agent who resolved my problem in 10 minutes. No navigating phone trees, no hold music, no wasted time. For sole proprietors with specific tax questions, this is legitimately worth it. I was able to confirm exactly how to handle some questionable business deductions and get my Schedule C sorted out without waiting until April 14th to reach my accountant. Wish I'd known about this years ago.

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Amara Eze

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Just adding another perspective - I'm also a sole proprietor (web designer) and I handle this by keeping detailed business records separate from personal expenses all year long. I use QuickBooks Self-Employed which automatically categorizes most transactions and makes it easy to split personal/business portions. At tax time, I just export the Schedule C report and send it to my accountant. Even though I take the standard deduction, my business expenses on Schedule C saved me over $8,000 in taxes last year by reducing both income tax and self-employment tax. For the original poster - at minimum, you need to give your accountant: 1. All income documents (1099s, W2s) 2. All business expenses organized by category 3. Investment statements 4. Any big life changes (new house, marriage, dependents, etc

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Yuki Yamamoto

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Do you recommend QuickBooks over other options? I've been using Excel spreadsheets for years but it's getting tedious. Is there a learning curve with QuickBooks Self-Employed? I'm not super tech-savvy.

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Amara Eze

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I tried several options before settling on QuickBooks Self-Employed. It has the easiest learning curve compared to full QuickBooks or other accounting software. It's designed specifically for sole proprietors with simple business structures. The best feature is the mobile app - you can snap pictures of receipts on the go, and it extracts the information automatically. It connects to your bank accounts and credit cards to import transactions, and gets better at categorizing them over time as you teach it. By year-end, my Schedule C is basically done with minimal effort. If you're comfortable with Excel, you'll definitely be able to handle it. The reports are really straightforward and tax-focused, unlike full accounting software that has more complexity than most sole proprietors need.

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Wait I'm confused - I thought home office deduction was part of itemizing? So if I take standard deduction I can't claim my home office for my sole proprietorship? I've been doing this wrong for years then!

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Carmen Ruiz

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You're actually mixing up two different home office deductions! There's the employee home office deduction (which was suspended until 2026 and would have been part of itemizing) and the business home office deduction for self-employed people like you. As a sole proprietor, you claim your home office on Form 8829 or the simplified method on Schedule C. This is completely separate from the standard deduction vs. itemizing decision. You can absolutely take the standard deduction AND still deduct your home office as a business expense if you're self-employed.

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This is such a common misconception! I went through the exact same confusion when I started my consulting business. The key thing to remember is that Schedule C business expenses and the standard deduction operate on completely different "levels" of your tax return. Think of it like this: Schedule C calculates your net business profit (gross income minus business expenses), and that net profit number flows to Line 3 of your Form 1040. Then, much later in the process, you decide whether to take the standard deduction or itemize your personal deductions. So yes, absolutely organize those receipts and track your business expenses! Every legitimate business expense reduces both your income tax AND your self-employment tax (which is 15.3% on net earnings). Even if your business has slowed down, those deductions are still valuable. For your accountant, provide everything you mentioned: all 1099s/W2s, organized business expenses by category, and your investment statements. Since you have a Solo 401k, make sure to include any contributions you made there too - those are also deductible regardless of whether you itemize or take the standard deduction.

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