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This is an interesting note, but I think you are drawing the wrong conclusions here.

First, we should be highly sceptical of advocating for a policy simply because it makes people happy. That is not a sufficient condition to implement the policy. It may be sufficient for you, and I suspect a large portion of the population, but I believe more questions need to be answered before anyone, be rich or poor, advocate for it.

For example, the UK polling company YouGov produces various polls that show the British public are highly dubious of some liberal policies, e.g., support for capital punishment. Should we support capital punishment because it is popular empirically? Maybe, maybe not. But we should be consistent. If you argue that we should support progressive taxation because it makes people happy, we should use the same logic for other policies: capital punishment, straight immigration rules, etc.

https://yougov.co.uk/topics/politics/articles-reports/2014/08/13/capital-punishment-50-years-favoured

Second, why do we think doing more of a policy that is already failing (in some aspects) would work better? The UK already has a fairly progressive tax system, and it has led to huge inequality and many other undesired effects, such as gentrification. Generally speaking, if policy X results in Y, where Y is not desirable, why would one (logically) advocate for even more of X? It doesn’t make sense. I suspect because Y is not easily observable.

A parody of this is the following: liberalism has some problems which are cured by more… liberalism! That does not make sense.

Third, what are the knock-on effects? A more progressive tax system may have unintended consequences that are not desirable. This can be categorised as a “Bootlegger and Baptist problem”.

https://en.wikipedia.org/wiki/Bootleggers_and_Baptists

It is easy to see who the Baptists are in this example – left-wingers who want higher taxes on the rich. What is not so easier to see is who the Bootleggers are. Maybe they don’t exist – but how sure are we of that?

Fourth, we should be very careful about what it means to be happy on a relative basis. You can make an argument like this: pick a communist state, such as the Soviet Union, and you will surely find that the poor were very happy on a relative basis, because the inequality between the rich and the poor drastically reduced as Stalin took power. Is this desirable? If one’s view on happiness is that it is relative (as you suggest), not absolute, then the answer is surely yes.

Of course, the example in this argument is extreme, but you can see the problem: in an attempt to reduce inequality, you may destroy your society, and competitor states, e.g., low-tax states, will happily take the rich people in. This is happening, to some extent, in the US: many people from California and NYC are leaving to go to states such as Florida.

Fifth, are we sure that the government would spend the tax money in an efficient manner? This one is easy to answer, in my opinion, because it is quite obvious that government spending is inefficient in some regards. One could argue that starving the beast would result in higher efficiency, e.g., austerity policies, but these are not popular. Speaking as a UK resident, I would say that the progressive taxation system here is not a disaster, per se, but it is nothing to be proud of. It is quite inefficient, I would say.

I think this notable quote by Hayek captures my above arguments in a nutshell:

“The curious task of economics is to demonstrate to men how little they really know about what they imagine they can design. To the naive mind that can conceive of order only as the product of deliberate arrangement, it may seem absurd that in complex conditions order, and adaptation to the unknown, can be achieved more effectively by decentralizing decisions and that a division of authority will actually extend the possibility of overall order. Yet that decentralization actually leads to more information being taken into account.”

In short, we should be highly skeptical of increased progressive taxation.

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