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I completely agree with @Zainab Abdulrahman here - this is terrible advice that could get you in serious trouble! @Natasha Romanova, deducting "everything" including rent for a fake home office when you're doing food delivery is exactly the kind of behavior that triggers audits. The IRS has sophisticated algorithms that flag returns with unusually high deduction percentages relative to income. For someone making $400-500/month from delivery work, claiming thousands in questionable deductions will stick out like a sore thumb. And when (not if) you get caught, you'll owe back taxes, interest, penalties, AND potentially face fraud charges. @Miguel Castro, stick with legitimate deductions: mileage using the standard rate, phone bill percentage for business use, insulated bags, and other actual business expenses. Keep detailed records and only claim what you can legitimately defend. It's better to pay a little more in taxes than to risk massive penalties later.
@Isabella Costa is absolutely right about sticking to legitimate deductions. As someone new to this community, I've been reading through all these responses and it's clear there's a lot of misinformation floating around about what you can and can't deduct. From what I'm seeing here, the safest approach for delivery drivers like @Miguel Castro is to focus on the clearly allowable deductions: mileage at the standard rate (65.5 cents per mile for 2025), necessary equipment like insulated bags, and the business portion of your phone bill. The meal deduction confusion seems really common - I appreciate @Zainab Abdulrahman clarifying that solo meals during work aren't deductible even though it feels like they should be since you're "working." The IRS draws a clear line between personal sustenance and legitimate business meals with clients. Thanks to everyone sharing their experiences with tracking apps too - sounds like proper documentation is absolutely critical if you ever get audited.
As someone who's been dealing with self-employment taxes for a while, I wanted to add a few practical tips that might help you maximize your legitimate deductions: 1. **Mileage tracking timing**: Start tracking from the moment you leave your house to begin your delivery shift until you return home. This includes driving to your first pickup location and back home from your last delivery. Many drivers miss out on these "deadhead" miles. 2. **Phone expenses**: You can deduct the business percentage of your phone bill since you use it for delivery apps. Keep track of how much time you spend using it for delivery work vs. personal use. 3. **Equipment deductions**: Beyond insulated bags, you can deduct phone mounts, car chargers specifically for work, and even a portion of phone accessories if they're primarily for delivery work. 4. **Quarterly estimated taxes**: Since you're making $400-500/month, you'll likely owe self-employment taxes. Consider making quarterly payments to avoid a big bill (and potential penalties) at year-end. The key is keeping meticulous records for everything you claim. I use a simple spreadsheet to track all business expenses alongside my mileage app. It's saved me during audits and helps me spot deductions I might have missed. Good luck with your side gig!
For your truck question - be SUPER careful here. I made a $19k mistake my first year in business by assuming I could just deduct a vehicle purchase 100%. If you're using the vehicle EXCLUSIVELY for business (like, literally never for personal use), you might be able to deduct the full amount under Section 179. But if you use it for personal stuff too (even occasionally), you can only deduct the business-use percentage. Also, SUVs and trucks over 6,000 lbs have different rules than smaller vehicles. Make sure you know which category yours falls into!
This!! I got audited because I claimed 100% business use on my truck when really it was more like 85%. Had to pay back taxes plus penalties. Not fun.
Hey Vince! Congrats on your business success so far - that's awesome that it's doing better than expected! Just to add to the great advice already shared here: since you're only 4 months in, you're actually in a perfect position to set up good tax habits from the start. The quarterly payment system everyone mentioned is definitely the way to go, and you're not too late to start. For your $26k truck scenario - the key thing is documentation. Keep a detailed log of every business trip (date, destination, business purpose, mileage). If you use it for any personal driving, calculate that percentage because the IRS will want to see those numbers if they ever audit. One more tip that saved me in my first year: open a separate business savings account specifically for taxes. Every time you get paid, immediately transfer 25-30% into that account. It makes quarterly payments so much less stressful when the money is already set aside and earmarked for taxes. You're asking all the right questions - way better to figure this out now than scramble at tax time!
This is such solid advice! The separate tax savings account tip is brilliant - I wish someone had told me that when I was starting out. I'm curious though, is 25-30% typically enough for most small businesses? I've heard some people recommend setting aside even more, especially if you're in a higher income bracket or live in a state with income tax. Also, do you recommend keeping that tax money in a regular savings account or something that earns a bit more interest since you'll be holding it for months at a time?
This thread has been incredibly helpful! I'm dealing with a very similar situation with my web design business. I started as a sole prop, got an EIN for client W9s, then formed an LLC but kept it as a disregarded entity. PayPal required the LLC's EIN for their business account setup, so now I have two EINs just like the OP. Reading through all these responses, it sounds like the consensus is pretty clear - keep using the sole prop EIN on tax forms and W9s, and don't worry about the 1099-K having the different EIN. The explanatory statement approach mentioned by several people here seems like the smart way to handle it. One thing I'm curious about though - has anyone actually had the IRS question or audit them specifically because of this EIN mismatch situation? All the advice here makes sense logically, but I'm wondering if there are any real-world examples of this causing problems down the road, or if it really is as straightforward as everyone is saying. Also, for those who mentioned contacting the IRS directly about this - did you call the general taxpayer assistance line, or is there a specific department that handles business EIN questions?
I haven't personally been audited for this specific EIN mismatch issue, but I can share what I've observed from helping other business owners in similar situations. The IRS seems much more concerned with whether you're reporting all your income accurately rather than minor administrative discrepancies like EIN mismatches on 1099s versus tax returns. That said, the explanatory statement approach really is your best protection. It shows good faith effort to be transparent and helps prevent any confusion if an IRS employee does review your return. I've seen cases where people got automated notices asking about unreported income when they had 1099s with different EINs, but these were easily resolved by referring back to the explanatory statement and showing that the income was indeed reported. For contacting the IRS about EIN questions, I'd recommend starting with the Business & Specialty Tax Line at 1-800-829-4933. They're generally better equipped to handle entity structure questions than the general taxpayer assistance line. Just be prepared for long hold times - that's where services like the Claimyr one mentioned earlier in this thread can actually be helpful for getting through to a live person without spending your entire day on hold. The bottom line is this situation is way more common than you might think, and the IRS systems are designed to handle it as long as you're being consistent and transparent about your reporting.
I've been through this exact same scenario with my consulting LLC and can confirm what others have said here - you're absolutely on the right track with your thinking! The key thing to remember is that even though you're operating as an LLC, the IRS still sees you as a sole proprietor for tax purposes since it's a disregarded entity. So yes, continue using your original sole prop EIN (11-1111111) on your Schedule C and any W9 forms you fill out. When that 1099-K comes in from Square with your LLC's EIN (22-2222222), just report that income on your Schedule C like any other business income. The IRS won't have any issues with this - their systems can cross-reference both EINs to your SSN. I'd definitely echo the advice about including an explanatory statement with your tax return. Something simple like: "Taxpayer operates [LLC Name] as a single-member LLC taxed as a sole proprietorship. Income reported on 1099-K forms under EIN 22-2222222 is included in Schedule C business income reported under EIN 11-1111111." This just gives the IRS a clear paper trail if anyone ever reviews your return. The situation you described with Square requiring the LLC's EIN is super common - payment processors often have strict verification requirements that don't align perfectly with tax reporting rules. But that's totally fine as long as you're consistent on the tax side of things. You're definitely not in a "paperwork mess" - this is actually a pretty standard situation that lots of single-member LLC owners deal with!
This is such a relief to read! I'm actually in the exact same boat - started as sole prop, converted to LLC for protection, but kept it disregarded for taxes. Then Stripe demanded the LLC EIN for merchant services, so now I'm juggling two EINs too. I was losing sleep over whether the 1099-K mismatch would trigger some kind of audit or penalty, but hearing from everyone here that this is totally normal has really put my mind at ease. The explanatory statement approach makes so much sense - it's like leaving a note for the IRS saying "hey, I know this looks weird, but here's what's happening." One quick question though - when you say "consistent on the tax side," does that mean I should NEVER use my LLC's EIN on any tax-related documents? Like what about state tax filings or local business license renewals? Or is this guidance specifically just for federal tax forms like Schedule C and W9s?
Don't stress too much about this! I accidentally selected "retail" for my SAAS business two years ago and it's never caused any issues. The business category on the EIN application isn't as critical as people make it out to be. The IRS cares more about accurate income reporting than the specific category you select during application.
While it might not have caused problems yet, selecting the wrong business category could potentially trigger unnecessary scrutiny during an audit. The IRS might question why a "retail" business is reporting primarily service-based income. Better to get it right from the start!
Great question! I went through this exact same process last year for my SaaS startup. After researching extensively and consulting with my accountant, I selected "Service" for our EIN application. The reasoning is that SaaS businesses are fundamentally providing ongoing access to software functionality rather than selling a tangible product. Even though customers "purchase" subscriptions, what they're really buying is continuous access to your service platform. This puts it squarely in the service category rather than retail, which is typically reserved for businesses selling physical goods or one-time software purchases. The IRS views subscription-based software access as a service offering, similar to how they'd classify other subscription services like consulting or cloud hosting.
Thanks for sharing your experience! This is really helpful to hear from someone who's actually been through the process. Did you run into any complications or questions from the IRS after selecting "Service"? I'm curious if there were any follow-up requirements or if the process was straightforward once you made that selection. Also, how did your accountant help guide you through this decision - did they have specific criteria they used to determine service vs retail for SaaS businesses?
Mia Rodriguez
@Laura Lopez - You're absolutely right to be careful, especially as a first-time solo filer! Your TIN and SSN being identical is completely normal and expected. Since you mentioned being paranoid about mistakes (which is actually a good thing!), here are a few key things to double-check on your transcript as a newcomer: 1. Make sure your name and address match exactly what you put on your tax return 2. Verify any income amounts shown match your W-2s/1099s 3. Check that any estimated tax payments or withholdings are correctly reflected 4. Look for any "hold codes" (like 570, 971, etc.) that might indicate processing issues The IRS transcript can definitely look intimidating with all those codes and numbers, but you're doing exactly the right thing by reviewing it carefully. Most of the scary-looking stuff is just internal IRS tracking information that doesn't affect your return. Keep up that attention to detail - it'll save you headaches down the road. And don't hesitate to reach out here if you spot anything else that looks confusing!
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Yuki Tanaka
ā¢@Laura Lopez @Mia Rodriguez This is such great advice! As someone who just went through my first solo filing experience last month, I can definitely second the importance of checking those hold codes. I almost missed a 971 code on my transcript that indicated they needed additional verification - catching it early saved me weeks of delay on my refund. One thing I d add'to @Mia Rodriguez s excellent list:'also verify that your filing status on the transcript matches what you actually filed. I know someone who accidentally selected married filing separately "instead of single" and it "caused" all sorts of complications with their return processing. @Laura Lopez you re really being smart'about this whole process. The fact that you re taking time to'understand your transcript rather than just ignoring it shows you re going to do'just fine with managing your own taxes going forward!
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Amara Chukwu
@Laura Lopez - You're absolutely doing the right thing by being thorough! As everyone else has confirmed, your TIN and SSN being identical is 100% normal for U.S. citizens. The IRS just uses "TIN" as an umbrella term for any taxpayer identification number. Since you mentioned this is your first time filing solo, here's something that might help ease your mind: the IRS transcript is actually one of the best tools for catching potential issues early. The fact that your TIN and SSN match perfectly means your identity information is consistent in their system - which is exactly what you want to see. A few transcript tips for first-time filers: - Your "Account Balance" should show $0.00 if you don't owe anything - Any refund amount will show as a negative number (that's normal!) - Transaction codes starting with 1, 3, or 7 are usually routine processing codes - Codes like 570 or 971 might indicate holds or additional review needed You mentioned being worried about identity theft - your transcript actually helps protect against that since it shows all the tax activity associated with your SSN. If someone else filed using your number, it would show up here. Keep being diligent about checking everything, but don't stress about the TIN/SSN match. That's working exactly as it should!
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Zoey Bianchi
ā¢@Laura Lopez This whole thread has been incredibly helpful! As another newcomer to solo tax filing, I really appreciate everyone breaking down the TIN/SSN confusion - I was actually wondering about the exact same thing when I looked at my transcript last week. @Amara Chukwu Your point about the transcript helping protect against identity theft is something I hadn t considered.'That s actually'really reassuring to know that if someone had filed fraudulently using my SSN, it would show up on my transcript. Makes me feel better about monitoring it regularly. One follow-up question for the group: how often should first-time filers check their transcripts? Is it something you do just during tax season, or is it worth checking periodically throughout the year? I want to stay on top of things but don t want'to be obsessively checking if it s not'necessary. Thanks again to everyone for making this so much less intimidating for us tax newbies!
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