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Speaking from experience, what wealthy business owners actually do is WAY different than just swapping loans for profits. They: 1) Time their income recognition strategically 2) Maximize legitimate business deductions 3) Use entity structures to their advantage 4) Invest in assets that appreciate without creating taxable income 5) Use retirement accounts to defer taxes 6) Harvest tax losses to offset gains The loan strategy you described would be immediately problematic in an audit. Focus on legitimate tax planning instead!
I'm a tax preparer and see clients try variations of this strategy every year. The fundamental issue is that you're conflating cash flow with taxable income. Your business profit of $65,000 is taxable income that was already earned - taking out a loan doesn't change that fact. Here's what actually happens: You earn $65K profit (taxable), take a $65K loan (not taxable income, but creates a liability), then use the profit to pay the loan (not a deductible expense). You end up with the same $65K tax liability but now you've also paid loan interest for no benefit. The IRS has anti-abuse rules specifically targeting transactions that lack economic substance. What you're describing would likely be challenged as a sham transaction designed solely to avoid taxes. Instead, focus on legitimate strategies: maximize business deductions, consider retirement plan contributions, time equipment purchases strategically, or explore if your business structure is optimal for tax purposes. These approaches actually work and won't trigger audit red flags.
Just FYI, the 1099-K threshold was supposed to drop to $600 for 2023, but the IRS delayed it. For 2023 tax year (filing in 2024), the reporting threshold is still $20,000 and 200 transactions. They announced they're using 2023 as a transition year. However, for 2024 (filing in 2025), the $600 threshold is supposed to take effect. So you might not get a 1099-K this year, but expect one next year if you continue receiving payments through Venmo.
Wait seriously? So I might not even get a 1099K this year? That's a relief. Do you know if Venmo will still collect our tax info anyway? They already made me enter my SSN.
Yes, even though the reporting threshold is still at $20,000 for the 2023 tax year, Venmo and other payment platforms are still collecting tax information now to prepare for when the lower threshold takes effect. They're getting everyone's information in their systems ahead of time. Remember though, whether you receive a 1099-K or not, gambling winnings are still technically taxable income that should be reported on your tax return. The form just makes it more likely the IRS will notice if you don't report it.
Don't forget you can actually deduct your gambling losses up to the amount of your winnings, but ONLY if you itemize deductions on Schedule A instead of taking the standard deduction. And you need to keep good records of both your winnings AND losses. For most people, the standard deduction ($13,850 for single filers in 2023) is higher than their itemized deductions would be, so it doesn't make sense to itemize just to deduct gambling losses. You'd need enough other deductions like mortgage interest, state taxes, and charitable donations to make itemizing worthwhile.
So if I understand correctly, if my total itemized deductions including gambling losses wouldn't exceed the standard deduction, I basically just have to eat the tax on my gambling winnings without any offset for my losses? That seems really unfair.
Unfortunately, yes, that's exactly how it works under current tax law. If you take the standard deduction, you can't deduct gambling losses at all, even though you still have to report and pay taxes on your gambling winnings. It's one of the quirks of the tax code that many people find frustrating. The only way to deduct gambling losses is to itemize, and for that to make sense, your total itemized deductions (including the gambling losses) would need to exceed the standard deduction amount. So unless you have significant mortgage interest, state/local taxes, charitable donations, or other itemizable expenses, you're stuck paying tax on the gross winnings. This is why it's important to keep detailed records of both wins and losses throughout the year - you might find that in some years itemizing makes sense, especially if you have other large deductible expenses.
As someone who just went through this exact process last month, I can definitely relate to the confusion! Here's what helped me the most: Start with the Account Transcript (not Return Transcript) - it's like getting the full story vs. just the summary. The key things to look for are: 1) Code 150 means your return was processed, 2) Code 846 with a date is your actual refund issue date, and 3) If you see codes 570/971 together, it just means there's a review but don't stress - mine cleared in about 10 days. Since you mentioned amending paperwork, that will definitely show up with specific codes so you can track that process too. The transcript updates weekly (usually Fridays) versus WMR updating daily, but honestly the transcript gives you so much more detail that it's worth the wait. Fair warning - the ID.me verification can take a few days, so start that process ASAP even if you're still deciding. Once you're in, bookmark the direct transcript page because navigating back through the IRS site every time is painful!
As a newcomer here, I really appreciate everyone sharing their experiences! I'm in a similar situation to the original poster - filed for the first time this year and feeling completely overwhelmed by all the different ways to check my refund status. Reading through these responses, it sounds like getting set up with transcript access is definitely worth the hassle, even though the ID.me verification process sounds intimidating. Can someone clarify - if I'm checking my transcript and see that code 846 with a date, is that the date the IRS actually sends the money, or when they approve it for sending? I want to make sure I understand the timeline correctly so I can plan accordingly. Thanks for being so helpful to us newbies!
Has anyone here used QuickBooks Self-Employed instead of TurboTax Business for handling a partner buyout? I'm in a similar situation but use QuickBooks for my tax prep.
QuickBooks Self-Employed won't work for partnership returns. It's designed for sole proprietors filing Schedule C, not for partnerships filing Form 1065. You'll need QuickBooks Online Accountant or TurboTax Business to handle partnership returns, especially with complex transactions like partner buyouts. I learned this the hard way and had to switch mid-year when we restructured our LLC.
Thanks for saving me from making a big mistake! I didn't realize QuickBooks Self-Employed wouldn't handle partnership returns. Looks like I'll need to upgrade to TurboTax Business after all.
I went through a similar LLC partnership buyout situation about 18 months ago and can share some practical insights from my experience. The key thing I learned is that timing matters a lot for the tax implications. One issue that caught me off guard was the allocation of partnership income for the partial year before the buyout. Make sure you're clear on how to prorate the departing partner's share of income/losses up to their exit date. This affects their final K-1 and can get complicated if you have varying income throughout the year. Also, don't forget about the potential for "hot assets" (unrealized receivables, inventory, depreciation recapture) that could trigger ordinary income treatment rather than capital gains for the departing partner. This is especially important if your LLC has been claiming depreciation on equipment or other assets. For the mechanics, I found that creating a clear timeline of events helped enormously when filling out the forms. Document the exact date of the buyout, the valuation method used, and how the payment was structured. The IRS wants to see that everything was done at arm's length with proper documentation. TurboTax Business can definitely handle this, but make sure you have all your partnership records organized before you start. The software will walk you through most of it, but having a clear understanding of what happened and when will save you hours of confusion.
This is really helpful, especially the point about "hot assets." I hadn't even considered that our equipment depreciation could affect the tax treatment for our departing partner. We have quite a bit of depreciated equipment in the business. When you mention creating a timeline of events, what specific dates and details did you find most important to document? I want to make sure I'm capturing everything the IRS might want to see. Also, did you end up making the Section 754 election that others have mentioned, and if so, how complicated was that process in TurboTax Business? Thanks for the practical advice - it's exactly what I was looking for!
Malik Robinson
Quick question for everyone - my wife and I are in literally the exact same situation as OP, except my wife is only a part-time student taking 2 classes per semester. Does anyone know if the Form 8880 student restriction only applies to full-time students? Or are part-time students also disqualified?
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QuantumQuest
ā¢The Form 8880 restriction specifically applies to full-time students. The IRS defines a full-time student as someone who's enrolled for the number of hours or courses that the school considers full-time for at least part of 5 calendar months during the year. If your wife is genuinely part-time by your school's definition (usually less than 12 credit hours per semester for undergraduate or less than 9 hours for graduate), and she maintains that part-time status throughout the year, then the student disqualification shouldn't apply to you. You should still be eligible for the Saver's Credit as long as you meet the other requirements like income limits.
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Leo McDonald
This is such a helpful thread! I'm in a similar situation where my husband just started his master's program this fall. I was really hoping to claim the Form 8880 credit since I've been maxing out my Roth IRA contributions this year ($6,500). It's disappointing that the student rule is so strict - seems unfair that the working spouse gets penalized just because their partner is trying to better themselves through education. But I guess that's just how the tax code works sometimes. I'm definitely going to look into those education credits that others mentioned. We're probably right at the income threshold where my IRA contributions might help us qualify for a better education credit. Thanks everyone for sharing your experiences and the helpful resources!
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