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Filing S Corps and Partnerships with Intent to Amend Later to Avoid Penalty - Is This Common?

So I've been looking at what some business owners are doing with their S Corps and Partnerships as the March 16th filing deadline approaches. It seems like several clients are submitting their returns knowing full well they'll need to file an amendment later, but they're doing it just to avoid getting hit with late filing penalties. I've seen this happen with at least 4 clients this week - they're scrambling to file something, anything, before the deadline hits. Their reasoning is "we can always fix it later" but they don't want to pay the penalty for missing the deadline. Is this actually a common practice in the industry? I feel like this has to be wrong from an ethical standpoint, but maybe I'm just being naive? Should these businesses just accept that they need to pay the penalty if they couldn't get their documentation and financials organized in time? Or am I being too rigid about this? I'm genuinely curious if this is something that happens regularly that I just wasn't aware of, or if the people I'm working with are unusual.

I'm a bookkeeper for several small businesses, and I've seen both approaches. The proper way is ALWAYS to file an extension rather than submit something you know is wrong. Form 7004 is simple to file and gives you until September 15th. However, I do see many business owners who panic as the deadline approaches and just want to "file something" to avoid penalties. This often creates more headaches down the road, especially when the amended returns trigger notices or additional scrutiny. My professional advice: File the extension, communicate clearly with your clients about what information you still need, and use the additional time to get everything right the first time.

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Do you ever get pushback from clients when suggesting extensions? I have a few who seem to think an extension increases audit risk (though I've told them repeatedly this isn't true). Any tips for convincing stubborn clients?

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I definitely get that pushback all the time! The audit risk myth is surprisingly persistent. What works best for me is showing clients the actual IRS data - extensions don't increase audit risk, but amendments definitely can. I explain that filing an extension is a standard, accepted practice that millions of businesses use every year. However, filing an amended return can sometimes trigger additional review. I frame the extension as the more conservative, safer approach that gives us time to maximize their legitimate deductions while ensuring compliance.

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Question - if a client gives you incomplete info and the deadline is tomorrow, what's the better approach: 1) File with incomplete info to avoid penalties but note in your records you'll need to amend, or 2) File the extension and risk having an unhappy client who doesn't understand why they "have to wait" for their K-1?

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Always go with option 2 and file the extension. Part of our job as professionals is educating clients about proper procedure, even when it's not what they want to hear. I explain to clients that while they might be eager for their K-1, receiving an incorrect one that later needs amendment could cause them much bigger headaches - potentially requiring them to amend their personal returns as well. Most clients understand when you frame it as protecting them from future complications.

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Thanks for the advice! I ended up filing the extension yesterday and explained to the client that this was the proper approach. They were initially upset but calmed down when I explained how amendments could potentially affect their personal return and possibly increase scrutiny. Will definitely continue taking this approach in the future - better to have a momentarily unhappy client than create a bigger tax mess down the road!

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Has the 2024 Deadline for registering as S corp passed? Worth it for business income?

I'm wondering if I've already missed the boat on registering as an S corp for 2024? Currently operating as a sole proprietorship bringing in roughly $270k this year. My spouse makes about $175k at her corporate job so we file jointly. With these income levels, would making the switch to S corp even be worth the hassle for tax savings? I've heard mixed things about the benefits vs the paperwork headache. Anyone been through this and have advice on the deadline situation and if the potential tax savings would be significant in our situation?

With your income levels, it's definitely worth looking into an S corp. I made the switch when my business hit about $180k and saved around $10k in self-employment taxes the first year. Just remember there are some downsides too: 1) You'll need to run payroll (even if it's just for yourself) 2) Separate tax return for the business (Form 1120-S) 3) More strict record-keeping requirements 4) Potential state fees and franchise taxes Also, the tax savings comes from the split between salary and distributions. If your reasonable salary is $150k and business profit is $270k, you'd save approximately 15.3% on the $120k difference. That's over $18k in potential tax savings, minus the extra costs of maintaining the S corp.

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Thanks for breaking down the numbers! So even with the extra costs of payroll processing and additional tax filings, I'd still come out way ahead. Do you recommend using a payroll service or trying to handle it myself?

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Definitely use a payroll service. The cost is minimal (usually $50-75/month for just yourself) and the peace of mind is worth it. They handle all the tax deposits, quarterly filings, W-2s, etc. Trying to DIY payroll is asking for trouble - the penalties for missed deadlines or incorrect deposits are steep. I use Gusto for my S corp payroll, but there are plenty of good options like OnPay, QuickBooks Payroll, or SurePayroll. Most accounting software integrates with these services too, making bookkeeping easier.

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One thing nobody's mentioned yet - the QBI deduction (Qualified Business Income). As a sole proprietor, you currently get to deduct 20% of your qualified business income on your personal return. You still get this with an S corp, but it only applies to the distribution portion, not your salary. With your income levels, you might face phase-out restrictions on QBI deduction anyway since you're married filing jointly and your combined income is above $340k, but it's something to consider in your calculations.

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Wait, I thought QBI applied to S-Corp distributions too? My accountant definitely included my S-Corp distributions in QBI calculations last year...

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Yes, that's exactly what I said - QBI applies to S corp distributions but NOT to the salary portion. So if you take $150k salary and $120k in distributions from your S corp, only the $120k would potentially qualify for the QBI deduction. Your accountant was correct to include S corp distributions in QBI calculations. I was just pointing out that when you compare sole proprietorship to S corp, you need to account for the fact that the salary portion of S corp earnings won't qualify for QBI, whereas all net income from a sole proprietorship potentially qualifies.

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Can I deduct the full price of a new business laptop or just the part above trade-in value?

Hey everyone, I just upgraded my business laptop yesterday and I'm confused about how to handle this on my taxes. I traded in my 3-year-old laptop (which I've been depreciating correctly) toward a new MacBook Pro for my consulting business. The new laptop cost $2,400, and they gave me a $750 credit for my old one, so I paid $1,650 out of pocket. For tax deduction purposes, can I deduct the full $2,400 purchase price as a business expense, or am I only allowed to deduct the $1,650 I actually paid after the trade-in credit? This is the first time I've done a trade-in for business equipment, and I want to make sure I'm handling it correctly for my 2025 taxes. Also, does it matter if I take Section 179 versus regular depreciation? Thanks!

Just a heads up - don't forget to check if you qualify for bonus depreciation on the new laptop. For 2025, bonus depreciation is at 80% (it's been phasing down gradually). You can take 80% of the full $2,400 immediately and then depreciate the remaining 20% over the normal 5-year period. Or since it's a relatively small amount, Section 179 might be simpler since you can deduct the full $2,400 in year one if you want to. Just make sure your business has enough income to absorb the deduction.

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Thanks for mentioning this! I was leaning toward Section 179 anyway since my business income is pretty healthy this year, but I wasn't aware that bonus depreciation was down to 80% now. Is there any advantage to using bonus depreciation instead of Section 179 in my situation?

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Section 179 is probably your best bet in this case. The main difference is that Section 179 is optional on an asset-by-asset basis and limited by your business income, while bonus depreciation is automatic unless you elect out and doesn't have the same business income limitation. The other consideration is that if your business income is relatively small, a large Section 179 deduction could potentially create a loss, which might be limited. Bonus depreciation doesn't have that same restriction. But for a $2,400 laptop, Section 179 is usually the simplest approach unless you have other reasons to preserve income on your return.

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Quick real-world experience to add: I did exactly this last year and my accountant had me deduct the full purchase price of the new laptop ($2,300) and separately handle the disposition of the old one. We used Section 179 to expense the full amount in year one. Make sure you have good documentation showing both the full purchase price and the trade-in value clearly broken out. My first receipt just showed the net amount, and my accountant made me go back and get an itemized version showing both values separately.

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Did your accountant have you fill out Form 4797 for the disposition of the old laptop? I'm using TurboTax and it's asking me to complete that form, but it seems complicated for just a laptop trade-in.

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Why is my freelance income listed in Box 1 of my 1099-MISC instead of elsewhere?

I'm super confused about my tax stuff this year. I'm a freelancer and just got around to doing my taxes yesterday (cutting it close, I know!). One of the companies I did work for last year sent me a 1099-MISC with all my income listed in Box 1 (Rents) which is like... completely wrong? I thought freelance income was supposed to go in Box 3 for "Other income" or maybe they should've used a 1099-NEC instead? I made about $3800 from this client doing graphic design work throughout the year. Nothing about what I did involved renting anything to them! I'm worried this is going to mess up my tax filing. I already did my Schedule C with all my income and expenses, but now I'm paranoid the IRS is going to flag this as a discrepancy. Do I need to contact the client and ask them to issue a corrected form? Or can I just file anyway since the total amount is accurate? Will the IRS care which box the income is in as long as I report it properly on my end? Thanks in advance for any help!!!

Just wanted to add that I'm a bookkeeper for several small businesses, and we accidentally made this exact mistake for one of our contractors last year. Box 1 on 1099-MISC is one of those things that's easy to mess up if you're not familiar with the forms. When our contractor contacted us, we were able to void the incorrect form and issue a proper 1099-NEC instead. Most accounting software makes this pretty easy to do. Definitely reach out to the client - if they're using any modern accounting system, it shouldn't be hard for them to fix.

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Drake

Author

That's good to hear! Their accounting department is pretty responsive usually, so hopefully they can fix it quickly. Is there a deadline for when they need to issue a corrected form?

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The company technically should issue a corrected form as soon as they discover an error, but there's no strict deadline for corrections like there is for the original forms. If you're filing your return before they send a correction, just make sure you report the income correctly on your Schedule C regardless of what box it appears in on the incorrect form. The important thing is that you're properly reporting all your income and paying the appropriate taxes on it.

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Has anyone used TurboTax to handle this kind of situation? I've got a similar problem with a misreported 1099 and I'm wondering if there's a specific way to note the discrepancy in the software.

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I used TurboTax last year with a wrong-box 1099 issue. You just enter the income correctly on your Schedule C as business income. There's no specific place to note the box discrepancy. TurboTax has you enter the total amount from each 1099, but the Schedule C is where you categorize everything properly. Never had an issue with the IRS questioning it.

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Thanks for the info! That makes me feel better about just going ahead with my filing. Seems like as long as we report the total income correctly, the specific box issues aren't a dealbreaker.

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How long did it take you to learn how to do your own taxes without messing up?

I just hit 25 and honestly I've been filing taxes since I was like 20 or 21, so around 5 years now. But I STILL feel completely lost with all the tax rules and regulations. Every year I panic about missing deductions or screwing something up. I've been paying an accountant to handle everything for me because I get overwhelmed trying to figure it all out myself. How long did it take you guys to actually feel confident doing your own taxes? Is it even worth learning all the ins and outs, or should I just keep paying someone? I feel like I should know this stuff by now but there seems to be soooo many rules to learn how to do taxes properly.

I'm going to go against the grain here - I think it's worth learning to do your own taxes! I'm 26 and I've been doing mine since I was 18. The first few years were stressful, but now I actually enjoy the process (I know, I'm weird). The key for me was to learn gradually. I started with the super basic returns using free software. Then each year, I'd research ONE new tax situation that applied to me (investments, side income, education credits, etc). That way I wasn't overwhelmed trying to learn everything at once. Now I actually feel empowered knowing exactly where my money goes and why. Plus I've saved thousands not paying preparers over the years.

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Did you ever make any big mistakes during those learning years? That's my biggest fear.

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I made one significant mistake my third year doing taxes. I messed up reporting some stock sales and ended up paying about $600 more than I needed to. I only discovered it two years later when I was learning more about capital gains. The good news is most tax software now has really strong error checking. The review process will flag anything unusual or incomplete. The key is to start early so you have time to research anything that seems confusing. Don't wait until April 14th when you're rushed and stressed!

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Learning to do taxes took me basically forever lol. I'm 31 and still Google basic tax questions every April. My strategy is just to use TurboTax and answer all their questions honestly. Is that technically "knowing how to do taxes"? ยฏ\_(ใƒ„)_/ยฏ

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Do you think TurboTax is worth the money? I've been using the free options but wondering if paying for the deluxe versions actually helps.

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