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Nia Watson

Can an S-Corp shareholder receive a 1099 for commissions from that corporation? Tax implications?

So I'm in a somewhat unusual situation with my business and need to figure out if this is allowed. I'm a 35% shareholder in our family's S-Corporation (a marketing firm we started 4 years ago), and our accountant suggested I could receive a 1099 for commissions on certain deals I bring in, separate from my regular salary/distributions. This seems a bit odd to me - I thought shareholders who work in the business should just get W-2 wages and distributions? The commission structure would be based on specific client acquisitions outside my normal role. Our revenue this year is projected around $850K, and I already take a salary of $72,000 plus distributions. Is this actually legal or is our accountant suggesting something questionable? Anyone have experience with this kind of arrangement?

This is actually a common area of confusion. As a shareholder-employee of an S-Corporation, you should generally receive W-2 wages for services performed, not 1099 income. The IRS is pretty clear that shareholders who perform services for their S-Corp should be paid "reasonable compensation" as employees. Receiving a 1099 from your own S-Corp would likely trigger IRS scrutiny because it appears to be attempting to avoid payroll taxes. The commission structure you described should typically be handled as either: 1) additional W-2 compensation based on performance, or 2) factored into your overall "reasonable compensation" from the S-Corp. Remember that S-Corp distributions aren't subject to self-employment tax, but they must come after paying yourself reasonable W-2 wages. That's why the IRS watches this area carefully.

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Thanks for the detailed explanation. Our accountant mentioned something about these being "outside the scope of normal employment duties" which is why they could be treated differently. Does that actually change anything? Also, would it make any difference if the commissions were for bringing in clients for a separate division of the business that I don't directly manage?

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The "outside scope of normal duties" argument is shaky at best. The IRS generally views shareholder-employees holistically - your role is to help the business succeed, which includes bringing in new clients. Adding commissions simply means adjusting your W-2 compensation structure, not creating a separate 1099 relationship. For your second question, even if you're bringing in clients for a separate division, you're still acting in your capacity as a shareholder-employee of the same legal entity. The S-Corp is one taxpayer regardless of internal divisions. If you had a completely separate legal entity (like a sister company with different ownership), that would be different - but within the same S-Corp, this arrangement raises red flags.

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Just wanted to share my experience with a similar situation. I was having headaches figuring out proper compensation structures as an S-Corp owner and tried doing some research online, but kept finding conflicting advice. I stumbled across https://taxr.ai which analyzed my specific compensation structure and identified potential issues with how I was categorizing income. Their system flagged exactly this issue when I uploaded my corporate docs - they explained that the IRS specifically watches for S-Corp owners trying to take income as 1099 instead of W-2 to avoid payroll taxes. They provided specific case references where the IRS had challenged these arrangements. Saved me from a potential audit nightmare! They also helped me structure a legitimate bonus system that accomplished what I wanted without raising red flags.

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How does this service actually work? Do you just upload your tax docs and it finds problems? Is it like TurboTax or something different?

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I'm a bit skeptical about these online services. Did they actually provide specific guidance on how to structure things properly or just general warnings? And how did they handle the privacy concerns with all your financial info?

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You upload your business documents (operating agreements, past returns, payroll records, etc.) and their system analyzes everything to find potential tax issues. It's completely different from TurboTax - it's more like having a tax expert review your specific situation, but using AI to make it affordable. For your question about specific guidance - yes, they didn't just flag problems but provided actual solutions. In my case, they showed how to structure a performance-based compensation plan that achieved the same financial goals without creating a fake contractor relationship. They included template language for board resolutions and amendments to our compensation policy to make everything proper and defensible.

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Just wanted to follow up - I decided to try https://taxr.ai after seeing the recommendation here. Uploaded my S-Corp's operating agreement and past two years of returns, and wow - they found THREE major issues I had no idea about. One was exactly this shareholder-as-contractor problem the original poster mentioned! Their analysis showed that my current setup was putting me at high audit risk, and they provided specific IRS guidance documents and tax court cases showing why. The customized report included a proper compensation structure that still gave me the performance incentives I wanted but in a fully compliant way. Seriously impressed with how detailed and specific the guidance was. Definitely worth it if you're trying to navigate S-Corp compensation issues.

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If you're having trouble getting straight answers about this S-Corp situation, you might want to consider going directly to the source. I was in a similar position last year with confusion about shareholder compensation, and after wasting weeks trying to get through to the IRS on my own (constant busy signals, disconnects, hours on hold), I found https://claimyr.com and their process got me connected to an actual IRS agent in about 20 minutes who gave me the official position. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c My experience was pretty much exactly like the video - they called the IRS, navigated the phone tree, waited on hold for me, then called me when an agent was on the line. The agent confirmed that what my accountant was suggesting (similar to your situation) would likely trigger compliance concerns and explained the proper way to structure performance-based compensation for a shareholder-employee.

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Wait, how does this even work? They just call the IRS for you? Couldn't you just call yourself? I'm confused about what service they're actually providing.

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This sounds like a complete waste of money. I've gotten through to the IRS plenty of times just by calling first thing in the morning. And even if you do get through, the agents often give contradictory information depending on who you talk to. I seriously doubt this service adds any real value.

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They use an automated system that continually redials the IRS when there are busy signals and stays on hold so you don't have to. When a human IRS agent finally answers, they connect you directly to that person. It saves literally hours of your time. You absolutely can call yourself, but have you tried calling the IRS lately? Average hold times are 2-3 hours IF you can even get in the queue. Most times you just get a "we're too busy, call back later" message and they hang up on you. This service keeps trying until they get through. I calculated that my time was worth way more than spending an entire day repeatedly calling and waiting on hold.

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I have to admit I was completely wrong about Claimyr. After posting my skeptical comment, I decided to try calling the IRS myself on this S-Corp issue, and it was exactly as frustrating as others described - got disconnected twice, then waited on hold for 1.5 hours only to be told I was in the wrong department. Out of desperation, I tried the Claimyr service. Within 35 minutes, I was talking to an IRS tax law specialist who confirmed that S-Corp shareholders should absolutely NOT receive 1099 income from their own corporation, and that doing so could trigger automatic compliance flags in their system. She explained exactly how to structure performance-based compensation properly through payroll. The amount of time and frustration this saved me was honestly worth every penny. Sometimes being proven wrong is actually a good thing!

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I'm a small business advisor (not tax professional) and see this issue frequently. Another angle to consider: if you're trying to qualify for a mortgage or other financing, lenders view W-2 income much more favorably than 1099 income. I've had clients get rejected for loans because they structured too much compensation as 1099 or distributions rather than W-2 wages. Also, your reasonable compensation needs to be consistent with industry standards. If you're bringing in significant business through commissions, that activity is central to the business and should be reflected in your W-2.

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This is such a good point about mortgages that people overlook! My brother runs an S-Corp and minimized his W-2 income, taking mostly distributions. He got denied for a home loan even though the business was profitable because the lender only counted his W-2 income. Had to restructure everything and wait two years for loan approval.

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Exactly! I've seen this scenario play out repeatedly. Lenders typically want to see a 2-year history of W-2 income, and they heavily discount or completely ignore S-Corp distributions when calculating debt-to-income ratios. Another consideration is retirement planning. Your 401(k) contribution limits are based on your W-2 income, not distributions or 1099 income from your own company. If you're trying to maximize retirement savings, having more W-2 income allows for larger 401(k) contributions. These factors often outweigh any potential tax savings from minimizing W-2 income, especially when you consider the increased audit risk.

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Just to throw another option out there - have you considered creating a separate, legitimate business entity that provides services to your S-Corp? If you genuinely have separate business activities that are distinct from your role as a shareholder-employee, that might be a compliant way to structure things. But it has to be a legitimate, separate business with its own clients, separate books, business purpose, etc. You can't just create a shell entity to funnel money and avoid payroll taxes. This approach requires careful planning and proper documentation.

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This is playing with fire. The IRS scrutinizes related-party transactions heavily, especially with S-Corps. They'll look at whether these "separate" businesses have economic substance beyond tax avoidance. Unless there's a genuine business purpose and you're offering the same services to other clients at market rates, this approach risks recharacterization and penalties.

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You make a fair point about the risks. My suggestion isn't about creating a shell company just for tax purposes - that would definitely raise red flags. I was thinking more along the lines of a situation where someone genuinely has a separate consulting business with multiple clients, and their S-Corp happens to be one of those clients. The key factors are having multiple unrelated clients, charging market rates to all clients including the S-Corp, maintaining separate books and business operations, and ensuring the services provided are distinct from shareholder duties. Without these elements, you're absolutely right that it would likely fail IRS scrutiny.

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This is a great discussion with lots of solid advice. I'd like to add one more perspective from someone who went through an S-Corp audit specifically related to this issue. Two years ago, my S-Corp was audited and the IRS challenged our compensation structure. We had tried to classify some shareholder payments as 1099 consulting fees (similar to what your accountant suggested), and it became a major focus of the audit. The IRS agent explained that they have specific algorithms that flag S-Corps with unusual 1099 patterns, especially when issued to shareholders. The key thing I learned is that the IRS looks at the "totality of circumstances" - your ownership percentage, time spent working in the business, whether you have an office there, if you're involved in day-to-day operations, etc. In my case, even though the consulting work was somewhat different from my regular duties, the IRS determined I was acting in my capacity as a shareholder-employee and reclassified everything as W-2 wages subject to payroll taxes. The penalties and interest were significant, plus we had to amend multiple years of returns. My advice: don't risk it. Structure everything as W-2 compensation from the start, even if it means paying more in payroll taxes upfront. The audit protection and clean books are worth it.

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Thank you for sharing your audit experience - this is exactly the kind of real-world perspective that's invaluable! Your point about the IRS having algorithms that flag unusual 1099 patterns is particularly eye-opening. I'm curious about the timeline - how long did the audit process take from start to finish? And did you have professional representation, or did you handle it yourself? I'm wondering if there were any warning signs beforehand that might have indicated the audit was coming, or if it seemed random. Also, when you mention "penalties and interest were significant," are we talking about just the additional payroll taxes owed, or were there separate penalties for the improper classification? This kind of detail really helps put the true cost of these arrangements in perspective.

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This audit experience is incredibly helpful - thank you for sharing the details. As someone who's been considering a similar structure, your story is a real wake-up call about the risks involved. I'm particularly interested in what you mentioned about the IRS having "specific algorithms that flag S-Corps with unusual 1099 patterns." Do you know if there are certain thresholds or ratios that trigger these flags? For instance, if 1099 payments to shareholders exceed a certain percentage of total compensation or revenue? Also, you mentioned the audit focused on whether you were "acting in your capacity as a shareholder-employee." How did they make that determination? Was it based on documentation, interviews, or analysis of your actual work activities? I'm trying to understand what evidence they used to make their case. The penalty aspect is concerning too. Beyond the reclassified payroll taxes, were there accuracy-related penalties or other fines? And did this affect your ability to take distributions in subsequent years while the matter was being resolved? Your experience really reinforces what the other commenters have said about just structuring everything properly as W-2 compensation from the beginning, even if it costs more upfront.

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This is exactly the kind of real-world experience that cuts through all the theoretical advice. I'm dealing with a similar situation right now and your audit story is making me seriously reconsider the approach my accountant suggested. A few follow-up questions if you don't mind sharing: How did the audit actually start? Did you receive a letter out of the blue, or were there preliminary inquiries? And when you say they have algorithms flagging unusual 1099 patterns, do you know if it's triggered by dollar amounts, percentages of total compensation, or something else? The "totality of circumstances" test you mentioned is particularly concerning because it sounds pretty subjective. Did they actually visit your office or interview employees, or was it all based on documentation review? Your point about the clean books being worth the extra payroll taxes upfront really resonates. The stress and uncertainty of an audit, plus the professional fees to handle it, probably cost more than just paying the payroll taxes correctly from the start.

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As a CPA who specializes in S-Corp compliance, I want to emphasize that what your accountant is suggesting is indeed problematic. The IRS has been cracking down hard on shareholder-employees who try to reclassify wages as 1099 income to avoid payroll taxes. The key issue is that as a 35% shareholder actively working in the business, you're automatically considered an employee under IRC Section 1372. The "outside scope of normal duties" argument your accountant mentioned doesn't hold water - the IRS looks at your overall relationship with the corporation, not just specific tasks. Here's what you should do instead: Structure the commission payments as additional W-2 compensation. You can still have performance-based pay, but it needs to go through payroll with proper tax withholdings. This approach gives you the financial incentive you want while keeping you compliant. Also, at $72K salary on $850K revenue, you're likely already at risk for reasonable compensation scrutiny. Adding legitimate commission-based W-2 compensation could actually help demonstrate that your total compensation is reasonable for the value you bring to the business. I'd strongly recommend getting a second opinion from a CPA who specializes in S-Corp taxation before proceeding with your accountant's suggestion.

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This is exactly the expert perspective we needed in this thread! Your point about IRC Section 1372 automatically classifying active shareholders as employees is crucial - it cuts through all the confusion about "scope of duties" arguments. I'm particularly concerned about your observation regarding the $72K salary on $850K revenue potentially triggering reasonable compensation scrutiny. Could you elaborate on what the IRS typically considers reasonable compensation ratios for S-Corp shareholders? Are there industry benchmarks or safe harbors that apply to marketing/professional services firms? Also, when you mention structuring commissions as additional W-2 compensation, would this typically be done through a formal amendment to the employment agreement, or can it be handled through board resolutions? I want to make sure any changes are properly documented to withstand potential audit review. The original poster mentioned this is a family S-Corp - does that create any additional compliance considerations or put them at higher audit risk? I've heard the IRS pays extra attention to related-party transactions in closely-held businesses.

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Thank you for this detailed professional insight! Your point about IRC Section 1372 really clarifies the legal framework here. I'm curious about the practical implementation - when you help clients transition from problematic 1099 structures to proper W-2 commission arrangements, what's the typical process? Specifically, do you recommend making the change immediately mid-year, or is it better to wait until the next tax year to avoid complications? And are there any special considerations for documenting the business purpose behind commission-based compensation to make it audit-proof? Also, regarding the reasonable compensation issue you mentioned - if someone is already potentially underpaying themselves on base salary, could adding legitimate commission-based W-2 income actually provide some protection by bringing total compensation closer to market rates? It seems like this could solve two compliance issues at once.

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This thread has been incredibly informative! As someone who's been wrestling with similar S-Corp compensation questions, I really appreciate all the detailed responses and real-world experiences shared here. One thing I haven't seen mentioned yet is how this affects state tax compliance. I'm in California, and our state has its own employment tax requirements that might be triggered differently than federal rules. Even if someone could somehow justify a 1099 arrangement federally (which clearly seems inadvisable based on this discussion), state employment departments often have their own tests for employee classification. California's ABC test for independent contractors is particularly strict - you have to meet ALL three criteria, including that the work performed is "outside the usual course of the hiring entity's business." For a 35% shareholder bringing in clients for their own marketing firm, that would be nearly impossible to satisfy. I'm definitely convinced by all the advice here to stick with W-2 compensation structures. The audit risks, penalties, and compliance headaches just aren't worth the potential savings. Plus, as others mentioned, the mortgage and retirement planning benefits of W-2 income often outweigh any tax advantages anyway. Has anyone dealt with retroactively fixing these kinds of arrangements? If someone has already been taking 1099 payments inappropriately, what's the best way to come into compliance without triggering an audit?

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Great point about state-level compliance! California's ABC test is indeed much stricter than federal guidelines, and you're absolutely right that a 35% shareholder bringing in clients would fail the "outside usual course of business" prong almost automatically. Regarding retroactive fixes - this is actually more common than you might think. The cleanest approach is usually to file amended returns for the affected years, reclassifying the 1099 income as W-2 wages and paying the additional payroll taxes plus interest. Yes, it's expensive upfront, but it demonstrates good faith compliance if the IRS ever comes knocking. The key is documenting everything properly - board resolutions acknowledging the error, amended payroll records, and clear paper trail showing the correction was voluntary. Most CPAs who handle S-Corp compliance have dealt with these situations and can guide you through the process while minimizing audit risk. One advantage of proactive correction is that voluntary compliance generally results in much lighter penalties (if any) compared to getting caught in an audit. The IRS actually has programs that encourage taxpayers to come forward with these kinds of issues rather than trying to hide them.

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I went through this exact situation two years ago and can share what I learned the hard way. I was a 40% shareholder in our family's consulting business and our accountant initially suggested the same 1099 commission structure your accountant is recommending. After reading about the risks and getting conflicting advice, I decided to get clarity directly from the IRS. The agent I spoke with was very clear: shareholder-employees cannot receive 1099 income from their own S-Corporation for services performed, regardless of how those services are characterized. She explained that the IRS specifically looks for this pattern as a red flag for payroll tax avoidance. What we ended up doing was restructuring my compensation to include a base W-2 salary plus performance bonuses tied to client acquisition, all processed through regular payroll. This gave me the same financial incentive structure I wanted while keeping everything compliant. Yes, it means paying more in payroll taxes, but the peace of mind and audit protection are worth it. The IRS agent also mentioned that they've been increasing audits of S-Corps with unusual 1099 patterns to shareholders, so the timing couldn't be worse to try this approach. My advice: work with your accountant to create a legitimate performance-based W-2 compensation structure instead. You'll sleep better at night knowing everything is above board.

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This is exactly the kind of firsthand experience that really drives the point home! Thank you for sharing how you navigated this situation. Your decision to get clarity directly from the IRS was smart - there's nothing like getting the official position straight from the source. I'm curious about the performance bonus structure you ended up implementing. Did you set it up as a formal bonus plan with specific metrics and thresholds, or is it more discretionary based on results? Also, how did you document the business justification for the performance-based compensation to make sure it would hold up under scrutiny? Your point about the IRS increasing audits of S-Corps with unusual 1099 patterns is particularly concerning given the current enforcement environment. It sounds like the risks have only gotten higher since your accountant first suggested this approach. The peace of mind factor you mentioned really resonates with me - the stress of potentially facing an audit and having to defend questionable tax positions probably isn't worth whatever savings might be achieved. Did you find that the restructured W-2 approach ended up costing significantly more than the original 1099 plan would have, or was the difference smaller than you initially expected?

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I've been following this discussion closely as I'm dealing with a very similar situation in my own S-Corp. The consensus here is pretty clear - the 1099 approach your accountant suggested is risky and likely non-compliant. What really struck me was the audit experience shared by Samantha Hall and the direct IRS guidance that Alina Rosenthal received. These real-world examples make it clear that the IRS is actively targeting this exact arrangement and won't accept the "outside scope of duties" argument. I'd also echo what Dylan Wright mentioned about your current $72K salary on $850K revenue potentially being too low for reasonable compensation standards. The IRS expects S-Corp shareholder-employees to receive reasonable compensation before taking distributions, and your ratio might already be drawing attention. My recommendation would be to work with a CPA who specializes in S-Corp compliance (maybe get a second opinion from someone other than your current accountant) to restructure this as performance-based W-2 compensation. You can still achieve your goal of tying pay to results, but do it in a way that won't trigger audit flags or compliance issues. The extra payroll taxes are definitely worth the peace of mind and audit protection. Better to pay a bit more upfront than deal with penalties, interest, and professional fees during an audit later.

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This discussion has been incredibly eye-opening! As someone new to S-Corp structures, I had no idea how strict the IRS was about shareholder-employee classifications. The real audit experiences shared here are genuinely scary - it sounds like the IRS has sophisticated systems to flag exactly these kinds of arrangements. What really concerns me is how common this seems to be. If accountants are regularly suggesting these 1099 structures to clients, there must be a lot of S-Corps out there unknowingly putting themselves at audit risk. The stories about algorithms flagging unusual patterns and automatic compliance reviews make it sound like it's not a matter of if you'll get caught, but when. I'm also struck by how the "reasonable compensation" issue keeps coming up alongside this. It seems like many S-Corp owners are trying to minimize their W-2 income to save on payroll taxes, but then end up creating multiple compliance problems instead of just one. The mortgage and retirement planning impacts mentioned earlier just add more reasons to structure things properly from the start. For someone like the original poster who's already been advised to do this, it sounds like the best move is to get a second opinion from an S-Corp specialist and restructure everything as W-2 performance compensation before implementing anything. The peace of mind alone seems worth the extra cost.

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I'm a tax attorney who's handled numerous S-Corp audits, and I want to reinforce what others have said here - your accountant's suggestion is a red flag that could lead to serious consequences. The IRS has become increasingly aggressive about S-Corp shareholder compensation issues, particularly after the Tax Cuts and Jobs Act. They've developed sophisticated data analytics to identify S-Corps with unusual 1099 patterns, and shareholder-employees receiving 1099s from their own corporations is one of their primary targets. Here's what many people don't realize: when the IRS reclassifies 1099 income as wages (which they will in your situation), you're not just paying the additional payroll taxes. You're also facing accuracy-related penalties of 20% of the additional tax owed, plus interest compounded daily. I've seen cases where the total cost was 40-50% more than if they had just structured it properly as W-2 compensation from the beginning. The "outside normal duties" argument your accountant mentioned has been consistently rejected by tax courts. In Watson v. Commissioner and several other cases, courts have held that shareholder-employees are performing services in their capacity as employees regardless of how those services are characterized. My strong recommendation: restructure this as performance-based W-2 compensation immediately. Document the business rationale thoroughly, process everything through payroll with proper withholdings, and ensure your total compensation (including these bonuses) meets reasonable compensation standards for your industry and role. The extra payroll taxes are a small price to pay for compliance and peace of mind.

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This legal perspective really puts everything into context - thank you for sharing the specific case citations and penalty details! The Watson v. Commissioner reference is particularly helpful because it directly addresses the argument that many accountants seem to be making about "different duties" somehow creating a separate contractor relationship. The 40-50% total cost figure you mentioned (additional taxes plus penalties plus interest) is a real eye-opener. When you factor in the professional fees to handle an audit and the time spent dealing with it, the original "savings" from avoiding payroll taxes becomes completely illusory. I'm curious about the documentation you mentioned for performance-based W-2 compensation. What specific elements should be included to make this audit-proof? Should there be formal board resolutions, written performance metrics, or amendments to employment agreements? And how detailed should the business rationale be - is a simple board minute sufficient, or do you recommend more comprehensive documentation? Also, given your experience with post-TCJA enforcement, have you noticed the IRS focusing more on certain dollar thresholds or percentages when selecting S-Corps for audit? The data analytics angle you mentioned suggests they're using more sophisticated targeting than just random selection. Your advice about ensuring total compensation meets reasonable standards is spot-on - it seems like many S-Corp owners create multiple compliance issues by trying to minimize W-2 income across the board rather than just structuring everything properly from the start.

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As someone who's been through a similar situation with my own S-Corp, I want to add one more important consideration that hasn't been fully addressed - the potential impact on your business relationships and reputation. Beyond all the tax compliance issues everyone has correctly identified, consider what happens if the IRS does audit you and reclassifies these payments. You'll likely need to file amended returns, and depending on your business structure, this could affect other shareholders, create complications with business loans or credit facilities, and potentially require disclosure to clients or partners. I learned this the hard way when we had to unwind a similar arrangement after getting professional advice that contradicted our original accountant. The administrative burden of correcting everything - amended payroll reports, revised K-1s, notifications to our bank about changes in our financial statements - was substantial and created unnecessary complications with stakeholders who had relied on our original filings. The peace of mind of doing things right from the start really can't be overstated. Structure your performance incentives through proper W-2 compensation, document everything thoroughly, and work with a CPA who specializes in S-Corp compliance rather than someone who suggests arrangements that clearly contradict established IRS positions. Your future self will thank you for taking the conservative, compliant approach rather than trying to save a few dollars on payroll taxes only to face much larger costs and headaches later.

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