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Another strategy that worked for our family C-Corp was implementing a qualified retirement plan to shift some of the accumulated earnings. By setting up a substantial defined benefit plan, we were able to make large, tax-deductible contributions that decreased our retained earnings while building wealth in a tax-advantaged environment. This approach served two purposes - reducing the accumulated earnings that might trigger AET while also creating a legitimate business purpose for some of our accumulations (funding future retirement plan obligations).
Interesting approach! Approximately what percentage of your annual earnings were you able to shift this way? And did you face any challenges with the IRS regarding the size of the contributions relative to employee compensation?
We were able to shift around 15-20% of our annual earnings through the defined benefit plan. The exact amount depends on factors like age, compensation levels, and retirement age assumptions, but it made a meaningful difference in our accumulated earnings position. We haven't faced IRS challenges because we worked with an actuary to ensure our contributions were justifiable based on legitimate factors like age and compensation. The key is ensuring the plan is properly designed as a genuine retirement vehicle, not just a tax avoidance mechanism. Having multiple real employees (not just family members) participating in the plan also helps demonstrate its legitimacy.
Has anyone considered using offshore structures for this? I heard some wealth advisors talking about foreign holding companies as a way to manage passive investments.
I strongly advise against offshore structures for avoiding PHC or AET taxes. The IRS has extremely robust anti-avoidance rules for foreign corporations owned by US persons. You'll trigger Controlled Foreign Corporation (CFC) rules, GILTI (Global Intangible Low-Taxed Income) taxes, PFIC (Passive Foreign Investment Company) regulations, and face extensive foreign reporting requirements with massive penalties for non-compliance. The compliance costs alone would likely exceed any theoretical tax benefits, and aggressive offshore structures specifically designed for tax avoidance could trigger significant penalties or even criminal charges.
Something important nobody's mentioned yet - the timing of when you sell matters for Section 179! If you sell in the same tax year that you stop using it for business, the calculations are different than if you switch to personal use in one year and then sell in a later year. Also, don't forget the EV tax credit angle. If you claimed the EV credit when you purchased, and you sell within 3 years, you might have to recapture part of that credit too! It's something like $7,500 Γ (36 - months held)/36.
Thanks for bringing up these points! Do you know if the EV credit recapture applies even if I took Section 179 instead of regular depreciation? And does the business/personal split affect the EV credit recapture calculation?
The EV credit recapture is separate from the Section 179 recapture, so yes, it still applies even if you took Section 179 instead of regular depreciation. The IRS treats these as completely separate tax benefits. The business/personal split doesn't directly affect the EV credit recapture calculation. The EV credit recapture is simply based on the full original credit amount and how long you owned the vehicle. So if you received a $7,500 credit and sell after 24 months, you'd recapture $7,500 Γ (36-24)/36 = $2,500, regardless of business use percentage.
Has anyone actually gone through a Section 179 recapture situation with the current IRS software systems? I tried entering mine last year and TurboTax kept giving me errors.
Something else to consider - if you're expecting a large refund from a 2019 return filed on the deadline, be prepared that the IRS might issue a paper check instead of direct deposit. This happened to my brother who filed his 2019 return on July 15th. Apparently for some older returns, especially ones filed at the deadline, the IRS sometimes defaults to paper checks for security reasons. Just something to keep in mind if you don't see the direct deposit and start panicking.
Thanks for mentioning this! Do you know how long it typically takes for paper checks to arrive after the IRS approves the refund? Also, is there any way to check if they're sending it as a check vs direct deposit?
Paper checks typically take about 1-2 weeks to arrive after the IRS approves the refund, so you're looking at potentially 6-10 weeks total from filing if they go this route. You can check whether they're sending a direct deposit or paper check by using the "Where's My Refund" tool on the IRS website. Once your return is approved, it should tell you which method they're using for your refund. If it shows they're mailing a check when you requested direct deposit, it's usually because of their security protocols for older returns or when there's a long gap between filing seasons.
Has anyone had experience with amended returns filed on the deadline day? I originally filed my 2019 taxes back in 2020, but then realized I missed some deductions. I filed an amended return (1040-X) on July 17th and I'm wondering if the same timeline applies?
Amended returns unfortunately take much longer to process than original returns, even when filed electronically. The current processing time for amended returns (Form 1040-X) is running about 20+ weeks according to the IRS.
Another option to consider - if your stepchild is important to your business and you want those tax benefits, you could legally adopt them. I did this with my stepdaughter years ago, and besides the emotional benefits, it does qualify them for the same tax treatment as biological children. Obviously adoption is a big decision that shouldn't be made for tax purposes alone, but if you're already thinking about it for family reasons, it's an added benefit.
That's interesting - I hadn't considered the adoption angle. We've actually talked about it before for family reasons, but I didn't realize it would also have this tax benefit. Do you happen to know how complicated the adoption process is for a stepchild? I'm guessing it's simpler than other adoptions.
Stepchild adoption is generally much simpler than adopting a non-related child. The biggest hurdle is usually getting consent from the other biological parent, if they're still in the picture and have parental rights. In my case, the biological father had been out of the picture for years, so it was fairly straightforward. The process typically involves a home study, filing adoption papers with the court, and a hearing. Costs vary by state but are often lower for stepparent adoptions - ours was about $1,500 total including attorney fees.
Has anyone considered just setting up an LLC taxed as an S-Corp and putting both yourself and your stepchild as shareholders? Might be a workaround for this whole issue and could have other tax advantages.
That's actually not a great solution for this specific issue. Even with an S-Corp structure, payments to shareholders that are related to services performed are still considered wages subject to employment taxes. The IRS is pretty strict about ensuring reasonable compensation is paid for work performed. Additionally, there are restrictions on how S-Corp stock can be issued, especially to minors, and the administrative burden of maintaining an S-Corp is significant. For most small businesses, the cost and complexity of setting up and maintaining an S-Corp just to try to work around this rule would far outweigh any potential tax benefits.
Ava Johnson
Don't forget about tip pooling situations! If your restaurant has tip sharing/pooling, you're only responsible for reporting the tips you actually take home after the pool. My restaurant takes 30% of our tips for the kitchen and support staff, so I only have to report 70% of what customers leave me. Also, many restaurants have automatic reporting systems now - ours calculates a minimum tip declaration based on our sales and automatically reports it if we don't manually enter a higher amount. Just something to be aware of.
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Miguel Diaz
β’So if your place automatically reports a percentage, and it's lower than your actual tips, are you still legally required to report the difference? Or is whatever the system reports good enough?
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Jeremiah Brown
One thing to remember - your employer is REQUIRED BY LAW to report to the IRS when your reported tips don't equal at least 8% of their gross receipts. This is called allocated tips. If you consistently report less than 8% in tips, your employer will allocate additional tip income on your W-2 in box 8, and you'll end up paying taxes on that amount anyway. Also, remember that properly reporting tips affects more than just your income tax. It impacts your social security benefits later in life, your ability to qualify for loans (since your reported income will be higher), and even unemployment benefits if you ever need them. I've seen so many servers struggle to get approved for apartments or car loans because their reported income was so low compared to what they actually make.
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Royal_GM_Mark
β’This is so true! My friend who's been serving for years tried to buy a house and couldn't qualify for the mortgage because her reported income was way less than what she actually makes. They wouldn't count her "actual" income, only what was on her tax returns. She was kicking herself for years of underreporting.
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