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Just a heads-up that prepaying property taxes to maximize deductions doesn't always work as expected. I tried to prepay a bunch of my property taxes in December 2020 to get under the SALT cap, and my accountant said some of them weren't deductible because they weren't actually "assessed" yet. Apparently there's a rule that you can only deduct property taxes that have been officially assessed by the taxing authority. So if your second installment has been assessed (meaning you have an official bill), you should be fine to pay and deduct it early. But if it's not technically assessed yet, you might run into issues.

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Levi Parker

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Does this apply to supplemental property tax bills too? I thought those were different since they're retroactively assessing tax for periods before the bill was created.

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Supplemental property tax bills are actually a good example of properly assessed taxes. Since the supplemental bill has already been issued with specific amounts and due dates, it has been officially assessed by the tax authority. The concern I was mentioning applies more to trying to prepay future regular property tax installments that haven't been billed yet. With supplemental bills, both installments are typically assessed at the same time when the bill is issued, even though the second payment is due months later. So paying both installments in the same tax year for deduction purposes is usually fine with supplemental bills.

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Libby Hassan

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Have any of you ever had success getting your supplemental property tax bill reduced? We just got a MASSIVE one from when we bought in 2021 (apparently backlogged due to covid). The assessment seems way off compared to what we actually paid for the house.

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Yes! We challenged our supplemental bill and got it reduced by about $1,800. The key is to file the appeal quickly - most counties have a deadline of 60 days after receiving the bill. We provided our closing documents showing the actual purchase price and they adjusted it.

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Grace Patel

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The limited definition problem extends beyond just progressive taxation. I teach economics, and textbooks routinely oversimplify tax concepts to make them easier to teach, which unfortunately gets repeated everywhere. Real-world tax systems are incredibly complex with multiple overlapping philosophies. For example, the US corporate tax system has elements of: 1) Income-based progression (higher rates on higher income) 2) Industry-specific rates (differential taxation) 3) Behavior-based incentives (R&D credits, etc.) 4) Profit-rate considerations in certain cases But students only learn the basic "tax rate increases as income increases" definition, which gets repeated throughout their education and careers. It's similar to how we teach supply and demand curves as always being straight lines when they rarely are in reality.

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Do you have any recommended books or resources that give a more nuanced view of progressive taxation beyond the textbook definition?

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Grace Patel

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For a more nuanced understanding, I recommend "Taxing Ourselves" by Joel Slemrod and Jon Bakija - it explores different tax bases and structures without getting stuck in the income-only paradigm. "The Triumph of Injustice" by Saez and Zucman also has excellent discussions of wealth-based progressive taxation alternatives. For historical perspectives, "Fiscal Regimes and the Political Economy of Premodern States" edited by Monson and Scheidel provides fascinating examples of progressive taxation based on various metrics across different civilizations. These sources paint a much more complete picture than standard economics textbooks.

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I actually wrote my dissertation on this exact topic! The reason "progressive taxation" is so narrowly defined is because of a deliberate political choice in the early 20th century. When modern income tax systems were being developed (1910s-1930s), there were competing proposals for progressive taxes based on wealth, land value, corporate profit rates, and income. The income-based approach won out partly because it was easier to implement with the administrative capabilities of the time, but also because it was less threatening to accumulated wealth. A progressive wealth tax would have directly challenged the existing power structures more than income taxes. By focusing the definition of progressive taxation exclusively on income, it shifted the burden to high-income earners while protecting those with substantial accumulated wealth. This definition then became codified in academic literature, policy discussions, and eventually public understanding.

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That's fascinating! Do you think there's any chance we'll see a broadening of how we define and implement progressive taxation in the near future? Especially with all the discussions about wealth inequality?

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Ava Martinez

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One approach my accountant suggested was to look at what I'd have to pay someone else to do my job. If you'd have to pay someone $30k to do the work you do in your business, that's a good benchmark for "reasonable compensation" regardless of profitability. My S-corp is slightly bigger (around $120k gross), but I take a $36k salary which is what we determined would be the replacement cost for my specialized work. I've also documented WHY this is reasonable in case of audit - job listings for similar positions, industry salary surveys, etc. The benefit of S-corps is avoiding SE tax on distributions, but you have to play by the reasonable salary rules to get that benefit. Otherwise, the IRS position is basically "if you want to take all distributions, just be a sole prop or LLC.

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Miguel Ramos

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I've heard this "replacement cost" approach too, but what about when you're wearing multiple hats? In my small S-Corp, I'm the CEO, marketing department, sales, and janitor. Should I be calculating different reasonable salaries for each role?

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Ava Martinez

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That's a great question and something I struggled with too! My accountant advised documenting the approximate percentage of time spent in each role, then calculating a blended "replacement cost." For example, if you spend 30% of time on high-level strategy (CEO work), 50% on billable service work, and 20% on admin tasks, you'd calculate what each of those roles would cost to replace, multiply by the percentage of time, and add them up. This approach acknowledges that not all your time is spent on the highest-value tasks, which helps justify a lower overall salary while still being "reasonable.

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Has anyone used the "minimum wage" method for establishing reasonable compensation? My CPA suggested that at minimum, I document all hours worked in the business and pay myself at least minimum wage for those hours as salary. For example, if I work 20 hours a week (1,040 hours/year) and minimum wage is $15/hour, my minimum reasonable salary would be $15,600. He said this approach works better for businesses with low profit margins, and it's easier to defend than a percentage of revenue or profit.

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The minimum wage approach can work as a starting point, but it depends on your specific situation. For highly skilled professions (doctors, lawyers, consultants, etc.), the IRS would likely challenge minimum wage as "reasonable" since the market rate for those services is much higher. However, for businesses with tight margins in less specialized fields, documenting your hours and paying at least minimum wage could be defensible - especially if you clearly document your business circumstances and why this approach makes sense for your situation. The key is having that documentation ready if questioned.

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Sofia Torres

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Just a tip from someone who went through this exact situation with the Recovery Rebate Credit and CP13 notice - make sure you keep copies of EVERYTHING you send to the IRS and send it via certified mail so you have proof of delivery. The IRS is notorious for "losing" correspondence, especially with these stimulus payment disputes. Also, when you write your response letter, put your notice number, tax ID, and tax year in the subject line AND at the top of every page. Make it super obvious what your letter is about. And be really clear and direct about why you're eligible for the Recovery Rebate Credit despite being claimed as a dependent on someone's 2019 return.

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Would it be better to fax the response instead of mailing it? I've heard the IRS processing centers have huge backlogs of mail but faxes get entered into their system faster.

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Sofia Torres

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In my experience, faxing can be faster but only if you have confirmation the fax went through successfully. The IRS fax lines are often busy or don't connect properly. I'd recommend doing both if possible - send via certified mail for your records and also try faxing. The key thing regardless of method is making your documents super clear and organized. Put your notice number, SSN (last 4 digits only for security), and tax year on every single page. The IRS processes millions of pieces of correspondence and making yours easy to identify with the right case helps tremendously.

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Ava Martinez

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Just a heads up that if you were claimed as a dependent on ANYONE'S 2019 return, you were technically ineligible for the first two stimulus payments as an individual. The law was written that way, even if the person who claimed you didn't receive a payment for you either. This is a really common misunderstanding about the Recovery Rebate Credit. Even if you weren't properly claimed as a dependent (like in your case where you probably didn't qualify as one), the fact that someone DID claim you is what matters to the IRS automated systems.

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Miguel Ramos

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That doesn't sound right. If someone incorrectly claimed you as a dependent when you weren't actually qualified to be one, you should still be eligible for your own stimulus payment. The IRS even has procedures for resolving these exact situations.

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Owen Devar

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Former restaurant manager here. This happens way too often because payroll systems for restaurants are notoriously bad at handling tip pools correctly. Here's what should happen: 1) Server reports total tips received 2) Server reports tip outs to support staff 3) Server is only taxed on tips retained 4) Support staff report and pay taxes on their share Most POS systems track this, but many payroll processors don't implement it correctly. If your manager won't fix it, document everything and talk to the owner. This is actually costing them money too since they pay employer payroll taxes on inflated wages.

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Logan Chiang

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Thank you for explaining this! The owner is coming in next week and I'm definitely going to bring this up. Should I bring anything specific to show him, or just explain the situation?

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Owen Devar

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Bring a copy of your most recent pay stub that shows the discrepancy. If you can, calculate the approximate difference between what you actually received in tips versus what was reported as your income. Having specific numbers will make your case stronger. Also mention that correcting this benefits the restaurant too since they're currently overpaying employer-side payroll taxes (around 7.65% of the inflated amounts). Most owners respond better when they realize they're losing money. Good luck with the conversation!

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This happened at every restaurant I've worked at. The worst part is when tax time comes and the IRS thinks you made WAY more than you actually did! Has anyone successfully gotten this fixed retroactively? Like for previous tax years?

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Yes! You can file a Form 843 "Claim for Refund and Request for Abatement" along with an amended return (Form 1040-X) for up to 3 previous tax years. You'll need documentation though - any records of your actual tip distribution will help. I did this for 2022 and 2023 and got back almost $1,400 in total.

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