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Has anyone actually had the IRS audit them for this? I have a trucking company and a property management LLC. Both 100% owned by me. I've been running separate retirement plans for years with no issues.
You've been lucky so far, but this is exactly the kind of situation the IRS looks for in audits. I work for a TPA (third-party administrator) for retirement plans, and we see this scenario frequently. Once the IRS discovers this in an audit, you'd face: 1. Plan disqualification 2. Immediate taxation of all plan assets 3. Penalties and interest 4. Required retroactive contributions for excluded employees The costs can be astronomical. I'd strongly recommend getting this fixed before you're audited.
Your colleague is definitely wrong here. The controlled group rules under IRC Section 414(b) and (c) are crystal clear - if the same person owns 80% or more of multiple businesses, they form a controlled group for retirement plan purposes regardless of what industries they're in or where they're located. In your example with 100% ownership of both the dental practice and auto repair shop, these absolutely constitute a brother-sister controlled group. The owner cannot set up a retirement plan for just the auto shop without including eligible employees from the dental practice in the nondiscrimination testing. The IRS specifically designed these rules to prevent exactly what your colleague is suggesting - cherry-picking which employees to cover based on business profitability or convenience. The fact that the businesses are unrelated operationally is completely irrelevant to the controlled group determination. I'd recommend showing your colleague the actual code sections or getting a definitive ruling from a qualified ERISA attorney. This is one of those areas where being wrong can result in massive penalties and plan disqualification.
This is really helpful clarification! I'm new to business ownership and honestly had no idea these controlled group rules even existed. I was actually considering setting up a second LLC for a side consulting business and was planning to do separate retirement plans. Sounds like I need to understand these rules before I make any moves. Are there any good resources you'd recommend for learning more about controlled groups and retirement plan requirements? I want to make sure I don't accidentally create compliance issues down the road.
Did anyone mention the W-2/W-3 filing requirements? Those have separate penalties if not filed, and you'll need to deal with those too. Also, most states have their own payroll tax requirements with their own penalties. Fixing federal is only part of the solution.
Good point. My S-corp is in California and the state penalties were actually worse than the federal ones when I had to fix a similar situation. OP should definitely ask about state-specific requirements.
This is a really complex situation, but you're not alone in making this mistake! I went through something similar with my S-corp in 2021. The key thing to understand is that the IRS expects S-corp owners who work in the business to pay themselves a "reasonable salary" before taking any distributions. Without proper payroll, they could indeed reclassify your entire $53k as wages, which would eliminate your QBI deduction entirely. However, all is not lost. You can still file the required payroll forms (941, 940, W-2s, etc.) late and pay the associated penalties. This allows you to establish a reasonable salary amount and potentially save the remaining income as a distribution eligible for QBI. For your situation with $53k after deductions, if you can justify $36k as reasonable compensation, you'd potentially have $17k that could qualify for the 20% QBI deduction (assuming you meet the income thresholds, which it sounds like you do). The penalties will sting, but they're usually less than the tax savings from properly structuring your income. Make sure your CPA helps you document why your chosen salary amount is reasonable - industry data, comparable positions, hours worked, etc. This documentation becomes crucial if the IRS questions your salary determination later. Also don't forget about state payroll requirements if applicable - those often have separate penalties and filing requirements.
This is really helpful advice! I'm curious about the documentation piece you mentioned - what kind of industry data would be most convincing to the IRS for justifying reasonable compensation? Are there specific sources they prefer, or is it more about showing you did your research? I'm worried about picking a salary amount that's either too high (and losing QBI benefits) or too low (and triggering scrutiny).
Just remember that your education expenses need to pass the "no new career" test. For example, if you're a graphic designer taking advanced Photoshop classes, that's deductible. If you're a graphic designer taking classes to become an accountant, that's NOT deductible since it's preparing you for a new career. Also, keep super detailed records - save the course descriptions that show how they relate to your current business activities. In case of audit, you want to clearly demonstrate the connection between your existing work and the education.
Does anyone know if there's a minimum amount of income you need to make from your business for the education expenses to be deductible? Like if I only made $1000 in freelance work but spent $3000 on courses, can I still deduct the full amount?
There's no specific minimum income requirement, but your business needs to be legitimate with a profit motive. The IRS might question deductions that greatly exceed your income year after year. If you're just starting out, having a formal business plan showing your intent to make a profit helps. The IRS has a "hobby loss rule" where if you don't show profit in 3 out of 5 years, they might classify your activity as a hobby rather than a business, which would disallow the deductions. So while you can deduct the full $3000 against $1000 income (creating a loss), you should be building toward profitability over time.
Warning from personal experience: I tried deducting a design certificate program a few years back and got audited! The IRS determined my courses qualified me for a "new profession" even though I was already working in a related field. Ended up owing back taxes plus penalties. Make sure your courses are truly enhancing EXISTING skills, not qualifying you for something new. The distinction can be really subjective and depends on how you present it. Document everything!
That's scary! What kind of documentation did they ask for during the audit? Did you have to show them course syllabi or something?
They requested course syllabi, transcripts, my business records showing what work I was doing before vs after the courses, and even asked for examples of my actual work. The IRS agent said the key issue was that my certificate program had "certification" in the title and prepared me for a specific new role title that I wasn't using before. Even though the skills were related, they viewed it as career advancement rather than skill maintenance. My advice: be very careful about how you describe the education on your return and keep detailed records showing you were already performing similar work before taking the courses. The burden of proof is on you to show it's maintaining existing skills, not developing new career paths.
I've been dealing with freelance tax issues for years and this name mismatch situation is actually pretty straightforward to resolve. The most important thing is to act quickly - don't wait until tax season is almost over. Here's my recommended approach: Contact your client immediately with a professional email explaining that the IRS requires 1099 forms to match the recipient's legal name and Social Security number exactly. Most clients don't realize this creates a compliance issue and will be happy to fix it once they understand the problem. If you're having trouble getting through to them or they seem reluctant, mention that incorrect reporting can result in IRS penalties for the payer as well - that usually gets their attention pretty quickly. Request that they file a corrected 1099-NEC marked as "CORRECTED" and send you a copy. While waiting for the correction, go ahead and prepare your tax return reporting all income accurately under your legal name. If the corrected form doesn't arrive by your filing deadline, you can still file with a brief explanation of the discrepancy. The key is never to hide income just because the paperwork has errors. I've seen this situation dozens of times with writers, artists, and other creative professionals who work under pen names or business names. It's really not as scary as it seems - just stay on top of getting it corrected and document your efforts!
This is excellent advice! I'm actually dealing with this exact situation right now - a client put my freelance writing alias on a 1099 instead of my legal name. Your point about mentioning the penalties for the payer is really smart - I hadn't thought about framing it that way. I've been hesitant to push too hard because I don't want to damage the business relationship, but you're right that most clients will cooperate once they understand it's a compliance issue that affects both parties. I'm going to send that email today requesting the corrected form. Thanks for the reassurance that this is more common than I thought - I was really stressing about whether this would cause major problems with the IRS!
I've been a tax professional for over 15 years and want to emphasize that while this situation feels stressful, it's actually very manageable. The IRS receives millions of 1099s with minor name discrepancies each year, especially from freelancers and independent contractors. Your first step should absolutely be requesting a corrected 1099-NEC from your client. When you contact them, be clear but professional - explain that tax forms must match the recipient's legal name exactly to avoid IRS processing delays. Most businesses will issue a correction once they understand it's a compliance requirement. However, if you can't get a corrected form in time for filing, don't panic. Report the full $8,400 on your Schedule C under your legal name and SSN. The IRS matching system primarily relies on Social Security numbers, so as long as you're reporting all income accurately, any name discrepancy can be resolved later if questioned. Keep detailed records of your communication with the client requesting the correction. If the IRS ever sends a notice about the mismatch, you'll have documentation showing you acted responsibly to resolve the issue. This type of discrepancy rarely leads to serious problems when the taxpayer has been proactive and transparent about the situation.
Thank you for this professional perspective! As someone new to freelancing, I really appreciate hearing from an experienced tax professional that this situation is manageable. I was honestly losing sleep over this thinking I might get audited or face penalties. Your point about the IRS matching system primarily using Social Security numbers is particularly reassuring. I was worried that any name mismatch would immediately trigger red flags, but it sounds like as long as I report the income accurately under my legal name and SSN, I should be okay even if I can't get the corrected 1099 in time. I'm definitely going to contact my client today to request the correction, and I'll make sure to document everything as you suggested. It's good to know that being proactive and transparent is what matters most to the IRS. This gives me much more confidence about handling my tax filing properly!
Chloe Anderson
Reading through this entire thread has been really enlightening - I had no idea there were so many nuances to the management fee vs guaranteed payment distinction. I'm in a similar situation with our partnership structure, and honestly, I was leaning toward just keeping our current management fee arrangement to avoid the hassle of changing everything. But after seeing all the discussion about increased IRS scrutiny, audit risks, and the various compliance issues that can arise, I'm starting to think the peace of mind might be worth the administrative burden of making the switch. One question I haven't seen addressed yet: for those who have made this transition, how did you handle the explanation to your S-Corp shareholders? I'm worried about having to explain to our partners why their K-1s are suddenly going to look different and why we're changing a system that's "worked fine" for years. Any tips for managing that conversation would be appreciated. Also, has anyone dealt with this issue in the context of multi-member partnerships where only some of the partners are S-Corps? We have a mix of entity types as partners, and I'm wondering if we need to treat all partner compensation consistently or if we can have different arrangements for different partner types.
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Rajiv Kumar
ā¢Great questions! I went through this exact transition last year with our partnership that had mixed entity types as partners. For explaining the change to S-Corp shareholders, I found it helpful to frame it as a proactive compliance move rather than fixing a "problem." I emphasized that while our previous approach wasn't necessarily wrong, the new method aligns better with current IRS preferences and reduces audit risk. Most partners appreciated the transparency once I explained that the actual tax burden would be essentially the same. Regarding mixed partner types - you definitely want to be consistent in how you treat similar services across all partners. We had individual partners, S-Corps, and one LLC as partners. The key is ensuring that compensation for similar management services gets treated the same way regardless of the partner entity type. You can't pay guaranteed payments to S-Corp partners for management services while paying management fees to LLC partners for identical services - that inconsistency is exactly what draws IRS attention. One thing that helped with the transition was preparing a side-by-side comparison showing each partner how their total tax liability would change (spoiler: it was minimal in most cases). Having concrete numbers made the conversation much easier than trying to explain the theoretical differences in tax treatment.
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Zainab Mahmoud
This has been such a valuable discussion - thank you all for sharing your experiences! As someone who's been wrestling with this exact issue, I feel much more confident about the path forward. What really struck me from reading through everyone's comments is how the IRS enforcement landscape seems to have shifted in recent years. The fact that multiple people have mentioned increased scrutiny and specific compliance campaigns around partnership structures tells me this isn't just about theoretical tax law - it's become a real audit risk. I'm particularly grateful for the insights about state tax implications and loan covenant considerations. Those are complications I hadn't even thought about, but they could have been expensive surprises down the road. One additional point I'd add for anyone else considering this change: if you're working with multiple tax professionals (like we are, with different CPAs for the partnership and the S-Corps), make sure they're all on the same page about the reclassification. We had some initial confusion when our partnership CPA made the change but our S-Corp accountant wasn't expecting the different reporting treatment. Based on everything discussed here, I think the consensus is pretty clear - when in doubt, go with guaranteed payments for partner management services. The administrative hassle of making the change is definitely worth avoiding the potential audit headaches and compliance issues that could arise from sticking with management fees.
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Daryl Bright
ā¢This thread has been incredibly helpful! As someone new to partnership taxation, I'm amazed at how complex these seemingly simple classification decisions can be. One thing I'm curious about - for partnerships just starting out, is it better to structure partner compensation as guaranteed payments from day one to avoid having to make these transitions later? It seems like a lot of the headaches people are describing come from switching between methods rather than picking the "wrong" method initially. Also, I noticed several people mentioned using AI tools and services to get through to the IRS. As a newcomer to dealing with business tax issues, are there other resources you'd recommend for staying current on partnership compliance requirements? It sounds like this area of tax law is evolving pretty rapidly.
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