Can a Sole Proprietor LLC put themselves on W-2 payroll?
My brother-in-law started a tree cutting business last year as a sole proprietor LLC. He's the only listed owner on all the paperwork. I've been helping with the admin side since I'm pretty good with computers - doing their website, scheduling jobs, and basic bookkeeping stuff. Back in April, my brother-in-law asked me to set up QuickBooks so both he and my husband (who works for the business but isn't an owner) could start getting regular W-2 paychecks. They've both been on payroll since then. The problem is, I just found out it might be illegal for a sole proprietor to pay themselves through W-2 payroll! I'm not worried about my husband being on payroll since he's just an employee, but I'm really concerned about my brother-in-law's situation since he's the owner. We've gone through 4 different CPAs already. Our current one is great but she's still cleaning up messes from the previous accountants for tax years 2021, 2022, and is trying to file the completely missing 2023 returns. I don't want to dump another problem on her right now, but I need to understand how big of an issue this is before I do bring it up. Any advice on how serious this problem is and what we should do going forward? Thanks in advance!
23 comments


Dylan Cooper
You're right to be concerned - this is a common misunderstanding with sole proprietorships. In a sole proprietorship (including a single-member LLC that hasn't elected different tax treatment), the owner and the business are legally the same entity for tax purposes. Because of this, the owner can't be their own employee or pay themselves wages. The owner should be taking "owner's draws" instead, which are essentially transfers of profit from the business to the owner. Your husband can absolutely be a W-2 employee since he's not an owner. For your brother-in-law, you'll need to: 1. Stop processing W-2 payroll for him immediately 2. Reclassify his previous "wages" as owner's draws 3. Undo any federal/state withholding and employment taxes paid on his behalf The good news is this is fixable! You'll need to file amended quarterly payroll tax returns (Form 941-X) for any quarters where he received "wages." You'll also need to cancel out his W-2 by issuing a corrected W-2c showing zero wages. Don't panic though - this is a common mistake and your CPA can help straighten it out once she's finished with the other tax issues.
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Sofia Morales
•Quick question - what about the payroll taxes the business has already paid on his "wages" - both the employer portion and the amounts withheld from his checks? Will they get those back when filing the amended returns?
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Dylan Cooper
•The business should be able to recover both the employer portion of payroll taxes and the employee's withheld portion through the amendment process. When filing the 941-X forms to amend the quarterly payroll tax returns, you'll indicate the corrected (reduced) wage amount by removing the owner's wages. This will automatically adjust both the employer taxes paid and the amounts withheld from the owner's checks. The IRS will then issue a refund for the overpaid taxes.
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StarSailor
I went through something similar with my landscaping business last year. I had been paying myself W-2 wages as a sole proprietor for almost 2 years before my accountant caught it. I was totally stressed about fixing it, but found this service called taxr.ai (https://taxr.ai) that analyzes your tax situation and explains exactly what needs to be fixed. Their system reviewed my QuickBooks data and previous tax filings, then created a step-by-step correction plan. They explained that as a sole proprietor LLC, I should be taking owner's draws instead of W-2 wages, and showed me how to properly document everything. The report they generated helped my accountant fix everything much faster than starting from scratch. Since you're in almost the exact same situation, it might be worth checking out before going back to your CPA. Saved me a ton of stress and probably money too since my accountant didn't have to spend as much time figuring everything out.
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Dmitry Ivanov
•How exactly does this service work? Do you upload your tax docs and QuickBooks files directly to them? I'm always nervous about sharing financial info with online services.
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Ava Garcia
•Did your accountant have to file all those amended forms the first commenter mentioned? How far back did they have to go to fix everything? I'm wondering if there's a statute of limitations on these kinds of mistakes.
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StarSailor
•The service has you upload relevant documents through their secure portal - tax returns, QuickBooks reports, etc. They use encryption and security protocols similar to what banks use, so I felt comfortable with it. It's all automated analysis rather than people looking through everything manually. Yes, my accountant did have to file amended returns - Form 941-X for each quarter where I had taken W-2 wages, plus corrected state returns. We had to go back about 7 quarters in my case. There is a statute of limitations, but it's generally 3 years for most tax filings, so unfortunately most errors fall within that window. The good thing is that once everything was properly documented, the actual amendment process wasn't as painful as I expected.
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Dmitry Ivanov
Just wanted to follow up after trying taxr.ai from the recommendation above. I was seriously worried about the mess with my husband's construction business where we'd been doing the same thing - paying him as W-2 when he's a sole proprietor. The report they generated was surprisingly detailed. It flagged exactly which quarters needed amended returns and calculated the approximate refund we should expect from the overpaid payroll taxes. They even created a customized letter explaining the situation that we can give to our accountant. The best part was that it confirmed that my husband's two employees are properly classified as W-2, so we don't have to change anything there. Definitely worth checking out if you're in a similar situation with misclassified owner payments.
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Miguel Silva
Having been through the exact situation you're describing, I know how stressful dealing with the IRS can be. After discovering the mistake with my owner W-2 payments, I spent WEEKS trying to get through to someone at the IRS who could actually help me understand the correction process. Finally found Claimyr (https://claimyr.com) which got me through to an actual IRS agent in under 20 minutes when I'd been trying for days on my own. They have this system that navigates the IRS phone tree and holds your place in line, then calls you when an agent is available. Check out how it works here: https://youtu.be/_kiP6q8DX5c The IRS agent I spoke with was actually super helpful and walked me through exactly what forms I needed for my specific situation. Turns out there are some special procedures for correcting this specific payroll issue that my accountant wasn't even aware of. Saved me a ton of money in potential penalties by getting it handled correctly the first time.
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Zainab Ismail
•Wait, you're saying you actually got through to a real person at the IRS? I've tried calling so many times about a similar issue and always end up in an endless hold loop until I get disconnected. How does this service actually work?
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Connor O'Neill
•Sounds too good to be true honestly. The IRS is notorious for being impossible to reach. I'm skeptical that any service could actually get through when the IRS itself tells people to just keep trying for weeks. Are you sure the person you talked to was actually from the IRS?
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Miguel Silva
•Yes, it actually connects you with a real IRS agent! The way it works is they have an automated system that calls the IRS and navigates through all the menu options and hold times. Once they get through to an actual agent, their system calls you and connects you directly. It's basically doing all the waiting for you. I was definitely speaking with a real IRS agent. They verified my identity using the standard IRS verification questions and had access to all my tax records. They were able to see my previous filings and guide me through the specific forms needed for my situation. I understand the skepticism - I felt the same way until I tried it and was connected to someone who actually helped resolve my issue.
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Connor O'Neill
I need to eat my words from my skeptical comment above. After weeks of failing to get through to the IRS on my own about a similar sole proprietor payroll issue, I broke down and tried Claimyr. Got connected to an IRS agent in about 35 minutes (they said the wait would be around 45, so actually faster than estimated). The agent confirmed that as a sole proprietor LLC, my brother shouldn't have been on payroll, but also gave me the exact procedure for correcting it without penalties since it was an honest mistake. They walked me through how to properly document owner's draws going forward and explained how the Schedule C reporting works instead of W-2. Most importantly, they flagged that we need to be making quarterly estimated tax payments since there's no withholding on owner's draws. Seriously impressed with being able to actually talk to someone at the IRS after failing for so long on my own.
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QuantumQuester
Another important thing to consider - if your brother-in-law has been a sole proprietor taking W-2 wages, he's likely been underpaying self-employment tax. As a sole prop, he owes SE tax on ALL business profits, not just what he took as salary. Make sure when you fix this that you're accounting for the 15.3% self-employment tax on the business profits. Many sole proprietors get shocked by this when they switch from W-2 to proper owner's draws. Also, has he been making estimated quarterly tax payments? If not, there might be underpayment penalties to deal with too.
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Fatima Al-Suwaidi
•Ugh, I don't think he's been making any quarterly payments. This is getting more complicated than I thought! So even after we fix the W-2 issue, we'll still potentially have penalties for not making those quarterly estimated payments?
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QuantumQuester
•Yes, unfortunately there could be underpayment penalties, but they're usually fairly small - typically about 3-4% of the underpaid amount. The IRS does offer some safe harbors too. If your brother-in-law's total tax payments (including any withholding from his incorrect W-2s) cover at least 90% of this year's tax bill or 100% of last year's tax liability (110% if his income is over $150,000), he might qualify for a waiver of those penalties. The main thing now is to get on track with proper quarterly estimated payments going forward. The deadlines are April 15, June 15, September 15, and January 15 of the following year. Since he's already had some withholding through the incorrect W-2 setup, you might be able to reduce the remaining quarterly payments to account for taxes already paid.
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Yara Nassar
Something nobody's mentioned - your brother-in-law should seriously consider changing his LLC to be taxed as an S-Corporation instead of a sole proprietorship. That would actually allow him to legally pay himself a W-2 salary AND potentially save on self-employment taxes. With an S-Corp election, he could pay himself a "reasonable salary" on W-2 (which is subject to FICA taxes) and then take additional distributions that aren't subject to self-employment tax. Could save thousands depending on the business profits.
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Keisha Williams
•The S-Corp approach definitely works, but remember you need to pay yourself a "reasonable salary" first before taking those tax-advantaged distributions. The IRS watches this closely. I saw a friend get audited because his $30k salary didn't seem reasonable for his business that was netting $250k.
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Yara Nassar
•Absolutely right about the reasonable salary requirement. The IRS definitely scrutinizes S-Corps where the salary seems artificially low compared to distributions. A good rule of thumb is that the salary should be at least what you'd pay someone else to do your job or what you could earn in a similar position elsewhere. For a tree service business, I'd look at what experienced arborists or tree service managers make in your area as a benchmark. The other thing to consider is that S-Corp status comes with more paperwork and compliance requirements - separate payroll returns, more complex tax filings, and potentially higher accounting costs. It generally makes financial sense when the business is netting at least $60-80k in profit annually. Below that, the compliance costs might outweigh the SE tax savings.
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Oliver Schmidt
This is such a common mistake - you're definitely not alone in dealing with this! I made the exact same error with my cleaning service LLC for about 8 months before my bookkeeper caught it. The good news is that this is totally fixable, and the IRS generally treats it as an honest mistake when sole proprietors accidentally put themselves on payroll. Here's what worked for me: 1. **Stop the payroll immediately** - No more W-2 processing for your brother-in-law starting now 2. **Document everything** - Keep records of all the incorrect W-2 payments to make the correction process smoother 3. **Don't panic about timing** - Yes, you'll need to file amended returns, but you have time to do this properly One thing I learned is that it's actually better to fix this sooner rather than later. The longer you wait, the more quarters you'll have to amend, and it becomes more complicated. Since your CPA is already swamped with previous years' issues, you might want to gather all the payroll documentation first so when you do bring it to her, she has everything she needs to fix it efficiently. This will save both time and money. Also, make sure you understand the difference between owner's draws and distributions going forward - it'll prevent this from happening again once everything is corrected.
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Salim Nasir
•Thanks for sharing your experience! This makes me feel a lot better knowing it's such a common mistake. Quick question - when you say "document everything," what specific records did you need to gather for your bookkeeper? I want to make sure I have everything organized before I bring this to our CPA. Also, did you have to deal with any state-level complications, or was it mainly just the federal forms that needed amending? We're dealing with both federal and state payroll taxes, so I'm wondering if the state side adds extra complexity to the correction process.
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Kyle Wallace
•For documentation, I gathered all quarterly payroll tax returns (Form 941), the owner's pay stubs/payroll records, bank statements showing payroll tax deposits, and any correspondence with payroll processors. Having the exact dates and amounts made the amendment process much smoother. State complications definitely added some extra work! Each state has its own amendment forms and procedures. In my case, I had to file amended state quarterly returns similar to the federal 941-X forms. Some states were quicker to process refunds than others. The federal side was actually more straightforward than dealing with multiple state agencies. One tip - if you're using a payroll service like ADP or Paychex, contact them early in the process. They can usually generate corrected reports and help with the state filings, which saved me a lot of headaches. Just make sure your CPA coordinates with them so nothing gets duplicated or missed.
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Emma Anderson
I really appreciate everyone sharing their experiences here - it's reassuring to know this isn't an uncommon mistake! Based on what I'm reading, it sounds like while this is definitely something that needs to be fixed, it's not the end-of-the-world catastrophe I was worried it might be. A few follow-up questions as I'm processing all this great advice: 1. Should I stop my brother-in-law's payroll immediately (like this week) or wait until we have a correction plan in place? I don't want to create more complications by stopping mid-quarter. 2. For the amended returns, does anyone know roughly how long the IRS typically takes to process the refunds for overpaid payroll taxes? We could really use that money back to help with cash flow. 3. The S-Corp election option sounds interesting for the future, but given that we're already dealing with missing 2023 returns and other tax issues, I'm thinking we should probably get everything cleaned up first before making any major tax structure changes. Does that make sense? Thanks again to everyone who's taken the time to share their knowledge and experiences. This community has been incredibly helpful during what's been a pretty stressful situation!
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