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The Crushingly Regressive Complexity of the Income Tax

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Created: 31 March, 2015
Updated: 21 November, 2022
9 min read
I have just paid my biggest bill of the year. The invoice was for a cool 9 percent of my entire annual income – or my “Adjusted Gross Income” (AGI) as it appears on my tax returns, which have just been filed. And that invoice was from my accountant who just filed them for me.

I have a pretty modest income -- so modest, in fact, that my AGI is half of the median household income across the United States -- the kind of income that triggers significant subsidies under the Affordable Care Act. Even the “top line” of my income falls short of that median: so it’s not as if I’m earning loads and deducting huge amounts.

My financial life last year was pretty simple: my earnings derived from a modest real estate portfolio and some freelance/consulting work. My income is earned through my small business, which, for those who know about these things, is an S-corporation. I have no employees. I do no payroll.

Yet, I have just paid my accountant more than a month’s worth of income to complete my tax returns.

How many pages of tax returns do you think that I, a single individual, and my S-corporation (a small business) had to file, bearing in mind the small amount of income in question?

Frankly, there’s no good reason the answer is not one or two. But you already know the answer is more than that, don’t you?

Ten? Try again.

Twenty? Keep going.

Surely not 50?

You’re still not close.

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Did I hear you say 100 – you’re going for three digits now? Wow.

Still not there.

The answer, my fellow American tax victims, is 149.

Just take a moment to absorb that. A sub-median-earning American taxpayer, engaged in simple business activities, has a 149-page tax return. And if he doesn’t get it right, his error is punishable. Of that 149, about 100 go to the Feds.

Completing 149 pages of tax forms/schedules/supporting statements is a lot of work. And I know exactly how much it is, because of that big invoice from the accountant that I already mentioned.

It’s $2,000 of work -- my aforementioned largest bill of the year. And it’s $2,000 of work I, in no way, could have done myself.

I’m no high school drop-out. I have a first-class degree in physics from one of the best universities in the world. I like numbers. I like logic. I like intellectual rigor. I even have a nerdy love of spreadsheets (which tells me, for example, exactly how much I spent on groceries this month five years ago ($173.41, as it happens. I’m low-maintenance)).

But I could not reverse engineer those 149 pages of tax returns if my life depended on it. And I would defy anyone without a CPA qualification to be able to do so.

I have no complaint about my accountant, who provided very good service this year, but even he couldn’t get it right the first time. As I type this article, I am awaiting “corrected” state returns (which are no shorter).

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Moreover, as any small businessman knows, my accountant can only generate those 149 pages of returns after I have compiled all the necessary numbers and data in neat spreadsheets, nicely itemized and comprehensively annotated (two or three days’ work, right there, perhaps?). I know for sure that most taxpayers are not as proficient with Excel as I am – so my accountant has an easy time of it with me. (He even told me so.)

Here’s the reality of the American tax system for modestly-earning individuals who run small businesses:

My government has put me in a position where I must either pay 9 percent of my income to a professional just to enable me to avoid punishment, asset garnishment, and even imprisonment.

Supposedly, I can “do my own taxes,” but that is a joke. No one who has not gone to school for it could accurately complete those 149 pages with any honest degree of confidence, and I don’t care what software he’s using.

Moreover, even if it were doable, the time taken to learn how to do it and then do it properly would be measured in weeks, not hours. And we don’t get to invoice the IRS for our time.

Look in wonder, America, at the most regressive aspect of any taxation system in the world – its utter complexity to the point of Kafkaesque absurdity. And if you think it must be like that, literally a few days ago the British chancellor announced the abolition of the annual tax return in the United Kingdom.

Can anyone, conservative or progressive, justify the need for a self-employed individual to spend 9 percent of his income just to remain a free citizen in good standing or -- should he not have the money to spare -- go to school to navigate his way through whichever of the 74,000 pages of the tax code apply to him?

If the tax code were sufficiently sensible that I could do my own taxes (which, as someone who likes money, spreadsheets, and math, I’d be very happy to do), I could have paid the Feds double my actual tax bill and still have been a thousand dollars better off on the money I’d have saved on tax preparation. Relative to the current situation, both I and the country would have been significantly better off.

It is established constitutional law (by Supreme Court precedent), basic morality, and simple common sense that the government may not place an undue burden on a fundamental right -- such as the right to stay out of prison even if one doesn’t have an accounting degree and the right not be forced to expend one’s property on anything other than actual taxes owed.

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To quantify the absurdity, here’s a comparison I’ve never seen made before.

In the course of a year, my assets and non-business activities generate nine times as much tax (in the form chiefly of property taxes and sales taxes) as my end-of-year check to the IRS. The cost to me of compliance on that first nine-tenths of my tax burden is zero, while the cost to me of compliance with the other one tenth is about double the amount I actually owe.

You really can’t make it up.

Let me offer these thoughts, then, not so much as an article as an open letter to our government, the IRS, and any constitutional attorneys out there.

To the government, I am notifying you of the undue burden that you are placing on law-abiding citizens whose income, it happens, is deemed by recent legislation to be sufficiently modest that it wishes to subsidize my healthcare: the cost of this undue burden more than cancels out all such subsidies.

To the IRS, I ask this question. What will you do if I save my $2,000 in preparation fees, pay you 50 percent more than I did this year, and I don’t complete those forms? A bonus to me of doing this would be that I don’t have to lie any more. Because we all know that you are forcing me to lie when I sign that paper saying “I declare that I have examined a copy of my electronic individual income tax return and accompanying schedules and statements for the tax year ending December 31, 2014, and to the best of my knowledge and belief, it is true, correct, and complete.”

… The real truth is that, “to the best of my knowledge and belief,” no person who is not trained, certified, and engaged in daily work in the business of tax preparation, could possibly expect that he could generate a correct 149 pages of this stuff -- regardless of how well he tried. And, moreover, the fact that he cannot is exactly why he can’t be expected to vouch for the work of the accountants whom he’d not have to hire if he did understand what on Earth was going on in the first place.

Finally, and most importantly, to any constitutional attorney: I can’t pay you (see above), but I have a tax return that will make your eyes bleed. Get me in front of a jury or, better yet, the Supreme Court, and let us ask 12 or nine reasonable people if the burden of completing this particular tax return -- a requirement I must meet to retain my liberty and my property -- is reasonable or not. And if just one of the jury or bench believes that a reasonably educated person could accurately complete my tax return in a reasonable period, I’ll be happily defeated -- as long as he shows me how.

Otherwise, use me as a legal guinea pig to pull down this entire rotten structure that turns good people into unwilling law breakers or liars of both, reserving its very worst for those of us on modest means who wish to rise in the spirit of the American Dream, which our government and its agents seem all too willing to crush.

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Our tax code is so complex that people our government deems too poor to buy their own health insurance must fork over nearly a tenth of their income just to comply with it. I cannot be the only one.

If I could reasonably compute my own tax -- and it’s a matter of common law, surely, that a typical citizen must reasonably be able to meet all impositions of the state by his own means -- I’d willingly pay double my current income tax because of all the money I’d save on compliance: I’d save enough to visit my family in England twice in a year; I’d save almost my entire year’s grocery bill; I’d save the cost of the roof over my head for two months.

I can afford my tax bill. I just cannot afford to calculate it. And as you can see from my short list, the complexity of this calculation has a very real impact on my life.

The complexity of our federal tax system is crushingly regressive; it is impoverishing, and it is morally indefensible.

Simplifying the tax code would be simply the most immediately effective, progressive, and moral low-hanging fruit Congress could pick. More importantly, the constitutional requirement of not attaching undue burdens to our fundamental rights – whose protection, according to our Declaration of Independence, is the very justification of the existence of the state -- legally and morally demands it.

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