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The payroll tax point is huge and often gets overlooked in these discussions. I calculated my effective tax rate last year including federal income tax, state tax, Social Security, Medicare, and local taxes - it came out to around 32% of my gross income. Meanwhile, I read about billionaires with effective rates in single digits because most of their "income" comes from unrealized capital gains that aren't taxed until sold. What really gets me is that Social Security is supposed to be insurance for retirement, but the cap means wealthy people stop contributing after their first few months of the year while regular workers pay into it all year long. If we're going to have a progressive tax system, shouldn't Social Security taxes be progressive too? The state tax issue is real too - it's basically a tax on geography. You can make the same amount in California and Texas but pay vastly different amounts in total taxes. And guess where most wealthy people are choosing to establish their "residency" these days?
You're absolutely right about the geographic tax arbitrage - it's become a huge issue. I've seen so many high earners move from California to states like Texas, Nevada, or Florida specifically to avoid state income taxes. Some even establish residency in these states while continuing to work remotely in high-tax states, which creates enforcement challenges. The Social Security cap issue is particularly frustrating when you think about it from a fairness perspective. Someone making $50k pays 6.2% on their entire income, while someone making $5 million only pays 6.2% on the first $168,600 - that's about 0.2% of their total income going to Social Security. It's wildly regressive. I've also noticed that when people talk about "tax the rich," they often focus only on federal income tax rates and ignore all these other layers - payroll taxes, state taxes, local taxes, property taxes. When you add it all up, middle-class families in many areas are paying effective rates that rival what wealthy individuals pay, but without any of the tax planning strategies available to high earners.
What really strikes me about this whole debate is how it reveals the complexity most people don't see in our tax system. I work in tax preparation, and the number of clients who are shocked to learn about things like the Alternative Minimum Tax, phase-outs of deductions at higher incomes, and different treatment of various income types is staggering. The reality is that our current system already has many progressive elements that people don't realize exist. For example, the Child Tax Credit phases out at higher incomes, mortgage interest deduction is capped, and there are income limits on IRA contributions. But these nuances get lost when we just look at marginal tax rates. That said, I do think there are legitimate concerns about fairness, especially around investment income versus earned income. When someone's secretary pays a higher effective rate than their billionaire boss (as Warren Buffett famously pointed out), something seems fundamentally wrong with the incentive structure. The challenge is that any major changes need to consider unintended consequences. Raise rates too high and you might see more aggressive tax avoidance or capital flight. But do nothing and inequality continues to widen. There's got to be a middle ground that addresses the most egregious loopholes while maintaining economic incentives for investment and entrepreneurship.
This is exactly what I've been trying to understand better! As someone new to really digging into tax policy, it's overwhelming how many different layers and exceptions exist. I had no idea about things like the Alternative Minimum Tax or how deductions phase out at higher income levels. Your point about Warren Buffett's secretary really hits home - it does seem fundamentally unfair when someone working a regular job pays a higher percentage than a billionaire. But I'm also starting to see how complex it would be to "fix" this without creating other problems. Do you think there are any simple changes that could address the biggest inequities without causing major economic disruption? Like maybe just treating capital gains the same as regular income for people above a certain wealth threshold? I'm trying to figure out which reforms would actually be practical and effective versus just politically popular.
Has anyone used any particular tax software that handles this 941 deduction well for small business owners? I tried using TurboTax Small Business last year and it was super confusing with my payroll taxes.
Great question! I just went through this exact situation with my LLC last year. Yes, the employer portion of your 941 payroll taxes is definitely deductible on Schedule C. Here's what I learned: You can deduct the employer's share of Social Security (6.2%), Medicare (1.45%), FUTA, and any state unemployment taxes you paid. For your $2,100 in quarterly taxes, a good chunk of that should be deductible - just make sure you're only counting the employer portion, not the employee withholdings. I put mine on Line 23 "Taxes and licenses" on Schedule C. One thing that helped me was creating a simple spreadsheet to track the employer vs employee portions each quarter, since the 941 form shows everything together. Your payroll service should be able to give you a breakdown if you don't already have one. Also, don't forget about any state payroll taxes you paid - those are deductible too if they're the employer portion. Just keep good records of all your payroll tax payments and forms in case the IRS ever asks for documentation.
This is really helpful advice! I'm curious about the spreadsheet you mentioned for tracking employer vs employee portions - did you create separate columns for each type of tax (Social Security, Medicare, FUTA, etc.) or just one column for total employer portion? I'm trying to set up better record-keeping for next year and want to make sure I'm tracking everything the IRS might want to see if they audit my payroll deductions.
Anyone know if this affects social security and medicare withholding too? Or is that the same regardless of which state you're in?
This is a frustrating situation but definitely fixable! I went through something similar when my company incorrectly classified me as a California resident while I was actually living in Nevada. A few key things to prioritize: 1. **Document everything** - Save all your pay stubs showing the NY withholding, any emails with payroll, and proof of your Tennessee residency (lease, utility bills, etc.) 2. **Push for W-2c forms** - Don't let payroll just fix it going forward. You need corrected W-2c forms for 2022 and 2023 to properly file amended returns and get your money back. 3. **File non-resident returns** - You'll need to file NY non-resident returns showing $0 NY income to get refunds of the withheld taxes. Since Tennessee has no state income tax on wages, you should get back everything that was withheld. 4. **Check your federal filing status** - The fact that they also changed you from Married to Single could have affected your federal taxes too. Make sure that gets corrected on your W-2c forms. The good news is Tennessee's lack of state income tax makes this cleaner than it could be. You're not dealing with reciprocity agreements or partial credits between states. Just document everything and be persistent with payroll - they created this mess and need to fix it properly.
This is really helpful advice! I'm curious about the documentation part - should @Zara Malik also be documenting her physical location during work hours? Like keeping records of where she was actually working from each day? I imagine that could be important evidence if there s'any dispute about whether she was truly a Tennessee resident vs working in NY remotely. Things like credit card transactions, cell phone location data, or even just a simple log of where she worked each day might help prove she never physically worked in New York.
Question about the property value - has anyone considered the potential for further appreciation during the 2-year rental period? If the property is already worth $1.8M and continues to appreciate while being rented, wouldn't that affect the calculations?
That's an excellent point! Yes, if the property continues to appreciate during the rental period, the deferred gain would be larger. Let's say it appreciates another $200k over those two years to $2M. In that case, the total gain would be $1.35M ($2M minus $650k basis). They'd still get the $500k Section 121 exclusion if they qualify, leaving $850k of gain to be deferred through the 1031 exchange. They'd need to purchase a replacement property worth at least $2M (assuming that's the net sales price after selling expenses), and their basis in the new property would be $1.15M ($2M minus $850k). The other factor to consider is depreciation. During the rental period, they'll need to take depreciation on the building portion of the property (not the land), which will reduce their basis slightly and create depreciation recapture tax when they sell, which is taxed at a maximum rate of 25% regardless of the 1031 exchange.
Great discussion everyone! I'm dealing with a similar situation and wanted to add a few considerations that might be helpful. One thing I learned from my tax attorney is that the "step transaction doctrine" mentioned earlier can be tricky with family arrangements. The IRS might look at the entire sequence - converting to rental, renting to family, then selling and exchanging - as one integrated transaction rather than separate steps. To avoid this, your parents should establish clear business motivations for each step. Also, regarding the depreciation point that Carmen mentioned - this is crucial. Once your parents start renting the property, they'll be required to take depreciation deductions (even if they don't claim them, the IRS assumes they did). This creates "depreciation recapture" that must be paid even in a 1031 exchange - it can't be deferred like capital gains. For the gift situation, consider having your parents charge you market rent but then help you in other ways that are clearly separate from the rental relationship - maybe contributing to a down payment fund for your future home purchase, but do this well before or after the rental period to avoid any appearance of connection. Finally, make sure to document everything meticulously. Keep records of comparable rents in the area, maintain the property like any other rental (repairs, maintenance, etc.), and treat it as a true business relationship even though it's family.
This is incredibly helpful, especially the point about depreciation recapture! I hadn't realized that depreciation recapture can't be deferred through a 1031 exchange. Could you clarify how much depreciation we'd be looking at over a 2-year rental period? Also, the idea about helping with a down payment fund separately is brilliant - that would actually be more useful for us than getting rent money back anyway. Do you know if there are any timing restrictions on when gifts can be made relative to the rental period and 1031 exchange? The documentation aspect makes me nervous since we're family, but I understand it's critical. Would having a property management company handle some of the rental duties help establish the business nature of the arrangement, or would that be overkill for a single family rental?
AstroAdventurer
The cycle code can also tell you if you're on a weekly or daily processing schedule. If it ends in 01, you're on daily. If it ends in 05 like yours, you're on weekly. Weekly processing generally updates on Thursdays and refunds come about a week later. You can also check the WMR tool or IRS2Go app, but honestly the transcript gives you more detailed info if you know how to read it.
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Mateo Perez
ā¢Thanks for this info! So with my 05 code, I should expect an update this Thursday? And then potentially a refund the following Wednesday?
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AstroAdventurer
ā¢Yes, with your 05 code, the system typically updates on Thursday nights, and you would see the refund the following Wednesday if everything is approved without issues. The Wednesday deposit date is pretty consistent for 05 cycle codes, but occasionally it can vary by a day depending on your bank and how they process incoming ACH transfers. Some people see it pending on Tuesday night.
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Mei Liu
Keep an eye out for code 846 on your transcript - that's the refund issued code and will have a date next to it. That date tells you exactly when the refund will be sent. The cycle code just tells you when your return was processed, not necessarily when the refund is coming. But typically for cycle 05, it's about a week later.
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Liam O'Sullivan
ā¢I have code 570 and 971 on mine along with the cycle code. Anyone know what those mean? Getting worried.
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Anastasia Sokolov
ā¢Code 570 means your refund is on hold for additional review, and code 971 indicates they need more information from you or are conducting further verification. Don't panic though - these codes are pretty common and usually resolve within a few weeks. You should receive a letter (CP 05 notice) explaining what they need. The good news is that having these codes doesn't mean there's anything wrong with your return, just that it needs manual review. Keep checking your transcript weekly as these holds often get released automatically once the review is complete.
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