


Ask the community...
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.
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?
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.
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?
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.
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!
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.
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?
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.
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.
Wait, I thought QBI applied to S-Corp distributions too? My accountant definitely included my S-Corp distributions in QBI calculations last year...
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.
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.
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?
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.
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.
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.
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.
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?
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.
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.
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.
Sofia Price
A quick tip about those delivery app commissions - in many states, the tax rules changed in 2022-2023. Some now require the delivery platforms (UberEats, DoorDash, etc.) to collect and remit their own sales tax on their portion of the sale. Make sure you check your state's specific "marketplace facilitator" laws. In my state, I only have to collect/remit sales tax on the portion of the sale that actually comes to my restaurant, not the full amount including their commission. This varies by state though!
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Lara Woods
ā¢Thanks for this info! I had no idea there were "marketplace facilitator" laws. Do you know if there's an easy way to check what my state requires? I've been collecting and remitting sales tax on the full amount (including their commission) which sounds like it might be wrong.
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Sofia Price
ā¢The easiest way to check is to google your state name plus "marketplace facilitator sales tax law" - most states have published guidance specifically for restaurants dealing with delivery apps. In most states that have these laws, the delivery apps should be giving you reports that show what portion of sales tax they collected vs what you need to collect. If you've been remitting tax on the full amount including their commission, you might actually be overpaying! You might want to look into filing an amended return to get that money back. Some of my restaurant clients have received significant refunds after realizing this mistake.
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Alice Coleman
Don't forget about tax-exempt sales! Many new restaurant owners mess this up. If you sell to tax-exempt organizations (like schools, government offices, or certain non-profits), you need to keep their exemption certificates on file and track those sales separately. Also, some states have different tax rates for dine-in vs. takeout food. And alcohol often has its own separate tax rate too. Make sure your POS system is set up to track all these different categories correctly.
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Owen Jenkins
ā¢On the tax-exempt topic - be super careful with catering orders for churches and non-profits. I learned the hard way that in my state, they need to provide their exemption certificate BEFORE the sale, not after. Had to eat the tax cost on a $2000 order because they gave me their certificate a week later!
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