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Zadie Patel

I'm doing side construction work and now they're asking me to fill out a W9 form - what does this mean?

Title: I'm doing side construction work and now they're asking me to fill out a W9 form - what does this mean? 1 I've been picking up some weekend construction and handyman jobs for a property management company for the past couple years. They usually just pay me in cash or through Venmo. I typically work for them about two weekends each month - nothing super consistent. Yesterday I got a message saying their new accountant wants me to complete a W9 form for 2024. I'm kind of freaking out because I haven't been reporting this income. Does this mean I'm going to owe self-employment tax on everything they paid me this year? Is that like 15% of what I earned? Can I just say no to filling out the W9? What happens if I refuse? Is there any penalty they can hit me with for not completing it? I'm worried this is going to cost me a ton in taxes I wasn't planning on.

Zadie Patel

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7 This is pretty straightforward. When a business pays an independent contractor (which is what you are in this situation) $600 or more in a calendar year, they're required to report that payment to the IRS using Form 1099-NEC. To fill out that form, they need your taxpayer information, which is why they're asking for the W-9. The W-9 itself doesn't create a tax obligation - it just provides them with your identifying information. However, you should know that income from self-employment (like your weekend construction work) is always taxable regardless of whether a 1099 is filed or not. You're supposed to report all income earned, even cash payments. As for taxes, self-employment tax is currently about 15.3% (covers Social Security and Medicare) plus your regular income tax rate. But you can deduct business expenses like tools, materials, mileage, etc., which can significantly reduce your taxable income.

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Zadie Patel

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12 But if I've never reported this income before and now suddenly they're filing a 1099, will that trigger an audit for my previous years? I'm worried the IRS will come after me for past years too.

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Zadie Patel

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7 The IRS generally focuses on the current tax year being filed, not automatically auditing previous years. However, you're always supposed to report all income regardless of whether a 1099 is issued. You might want to consider getting current with your tax obligations going forward. Many self-employed people find that keeping good records of business expenses helps offset the tax burden considerably. Things like tools, materials, mileage to job sites, a portion of your phone bill if used for business, and even work clothes specific to construction can be deductible.

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Zadie Patel

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15 I was in exactly the same situation last year with my side gig doing landscaping for a local business. When they suddenly asked for a W9, I panicked thinking I was going to owe a massive tax bill. After struggling with calculations and reading conflicting advice online, I found this AI tool called taxr.ai (https://taxr.ai) that helped me figure out my situation. It analyzed my specific scenario as a side-gig contractor and walked me through what business expenses I could legitimately deduct - stuff like my tools, gas for travel to jobs, even a portion of my cell phone bill since I used it for work calls. The tool also helped me understand how to handle the fact that I hadn't been reporting this income previously. The best part was that it explained exactly what filling out the W9 meant for my tax situation in plain English instead of tax jargon, and gave me a clear action plan.

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Zadie Patel

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3 How does it actually help with the expenses part? I do woodworking on weekends but have no idea what I can actually write off. Does it just list general categories or actually help figure out what percentage of stuff is deductible?

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Zadie Patel

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9 I'm skeptical about these AI tax tools. How does it handle the fact that the poster hasn't been reporting income for past years? That seems like a complicated situation that might need a real accountant.

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Zadie Patel

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15 It actually walks you through common expenses for your specific type of work. For construction/handyman work, it would ask about tools, materials, mileage to job sites, protective equipment, and even a portion of your phone bill if you use it for client calls. It helps calculate what percentage is business use versus personal. For the unreported income situation, it explained my options clearly, including what the voluntary disclosure process looks like if someone wanted to correct previous years. It doesn't make decisions for you, but lays out the pros and cons of different approaches so you understand the implications.

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Zadie Patel

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9 I wanted to follow up about that taxr.ai site. I was super skeptical at first but decided to try it with my situation (I do freelance graphic design and had a client suddenly request a W9 after years of just paying me directly). It was actually really helpful - walked me through all the expenses I could deduct that I had no idea about (like a portion of my internet bill and software subscriptions). The best part was it showed me how to handle filing as self-employed without triggering red flags for my previous unreported income. Saved me a ton of stress and probably at least $1500 on my taxes through legitimate deductions I would have missed. Just wanted to share since I was the skeptic initially but it actually delivered. Definitely going to use it for this year's taxes too.

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Zadie Patel

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5 If you're worried about getting ahold of the IRS to ask questions about your situation (which I highly recommend), I had amazing results using Claimyr (https://claimyr.com). I spent three days trying to get through to the IRS myself about a similar contractor situation - kept getting disconnected or waiting for hours. Claimyr got me connected to an actual IRS agent in about 15 minutes. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c. The agent I spoke with explained exactly what my obligations were as a contractor and what filing a W9 meant for my tax situation. They also told me what documentation I needed to keep for my deductions and gave me peace of mind about how to handle my specific situation. It was worth every penny not to waste days trying to get through the IRS phone system myself.

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Zadie Patel

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20 Wait, so this service somehow gets you to the front of the IRS phone queue? How does that even work? Sounds like they're either making it up or doing something sketchy.

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Zadie Patel

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18 Does this actually get you to a real IRS agent? Last time I called I was on hold for 2+ hours and then got disconnected. If this works it sounds amazing but I'm suspicious.

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Zadie Patel

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5 It's not about getting to the "front of the queue" - they use an automated system that continuously calls the IRS and navigates the initial menu options. When they finally get through to the hold queue, they call you so you don't have to wait on hold for hours. Yes, you absolutely get connected to real IRS agents. That's the whole point. I was connected to an actual IRS employee who answered all my questions about contractor tax obligations and reporting requirements. It saved me literally hours of my life on hold. My call was connected in about 20 minutes and the agent spent almost 30 minutes explaining everything I needed to know.

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Zadie Patel

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20 I have to admit I was completely wrong about Claimyr. After posting that skeptical comment, I decided to try it myself since I had some questions about self-employment tax deductions I couldn't find clear answers to online. It actually worked! I got connected to an IRS agent in about 25 minutes (which is miraculous compared to the 3+ hours I spent last time trying to call them myself). The agent walked me through exactly what I needed to know about documentation for business expenses as a contractor and clarified the W9/1099 process. If you're in this situation and worried about suddenly getting a 1099 after being paid under the table, talking to the IRS directly is surprisingly helpful - they answered my questions without making me feel like I was about to be audited. Definitely recommend this service for actually getting through to a human at the IRS.

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Zadie Patel

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22 Everyone's talking about the tax implications but missing something important: if you don't fill out the W9, the company is supposed to withhold 24% of your payments as "backup withholding" and send that to the IRS. So refusing to complete it could mean getting less money. Also, they're probably asking for it now because they paid you over $600 this year and realized they need to issue a 1099. This is totally normal and happens all the time - businesses catch up on their accounting obligations.

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Zadie Patel

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11 Is the backup withholding something they HAVE to do or just something they're supposed to do? Like if we have a good relationship, could they just keep paying me normally without the W9?

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Zadie Patel

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22 They are legally required to do the backup withholding if they don't have a W9 from you - it's not optional. If they don't withhold when they should, they become liable for that 24% themselves when the IRS discovers it. No reputable business is going to risk that liability. They're asking for the W9 because they're getting their accounting in order, which means they're likely planning to do everything by the book going forward.

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Zadie Patel

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4 Have you considered forming an LLC? I did this for my side work and it gives you a bit more protection plus some tax advantages. You'd still need to fill out the W9 but you'd do it as your business entity instead of as yourself personally.

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Zadie Patel

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8 Does an LLC actually save on taxes though? I thought you still pay the same self-employment tax either way?

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Amara Eze

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You're absolutely right to be concerned, but filling out the W9 is really your best option here. As others mentioned, refusing it just means they'll withhold 24% of your future payments for backup withholding, which hurts you more than helping. The reality is that this income was always supposed to be reported - the 1099 doesn't create the tax obligation, it just makes it visible to the IRS. The good news is that as a contractor, you can deduct legitimate business expenses like tools, materials, vehicle expenses for job sites, and even a portion of your phone if you use it for work coordination. For 2024 going forward, I'd recommend keeping detailed records of all your business expenses. Take photos of receipts, track your mileage to job sites, and document any equipment purchases. These deductions can significantly reduce your taxable income from this work. As for previous years - while you're technically supposed to report all income, the IRS typically focuses on compliance going forward rather than auditing past years unless there are major red flags. Getting compliant now and staying that way is usually the best approach.

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Daniela Rossi

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This is really helpful advice, especially about keeping detailed records going forward. I'm curious though - when you mention tracking mileage to job sites, does that include the drive from my regular job to the construction site if I'm going straight there after work? Or only trips that start from home? Also, for tools that I use for both personal projects and the paid construction work, can I deduct the full cost or only a percentage based on business use?

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Great questions! For mileage, you can generally deduct business miles from your regular workplace to the job site, or from home to the job site - whichever is shorter. If you're driving directly from your day job to a construction site, that's typically deductible business mileage since it's for work purposes. For tools used for both personal and business purposes, you're right that you can only deduct the percentage used for business. The IRS expects you to make a reasonable estimate - so if you use a tool 70% for paid construction work and 30% for personal home projects, you'd deduct 70% of the cost. Keep a simple log or notes about business vs personal usage. Pro tip: Consider buying separate tools specifically for your business work when possible - then you can deduct 100% of those costs and it makes record-keeping much cleaner. Many contractors find this approach saves them headaches during tax season.

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Just to add to what others have said - you absolutely should fill out the W9. I went through this exact situation with my freelance electrical work a few years ago. One thing that really helped me was setting up a separate business checking account once I started getting 1099s regularly. It makes tracking income and expenses so much easier come tax time. Even though it's "just" weekend work, treating it like a real business from a record-keeping standpoint will save you major headaches. Also, don't panic about the self-employment tax rate. Yes, it's about 15.3%, but remember you can deduct half of that SE tax on your regular tax return, which reduces the effective rate. Plus, with legitimate business deductions (which are substantial in construction - tools, materials, safety equipment, vehicle expenses), your actual taxable income from this work could be significantly lower than what they pay you. The key is getting organized now and keeping good records going forward. The IRS isn't out to get small contractors who are trying to do the right thing.

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