I think people are upset because of the corrupting influence that those with money have on power. Like you're saying, the tax code isn't fair and is largely gameable. If some people lobby so that those who have a name that starts with "A" don't have to pay any taxes, is it fair to be mad at those people whose names start with "A" for corrupting the system like this? They'll say, "what's the problem, I'm just following the rules". But the rules are shite, and the people who created and benefit from those rules are culpable IMO. The excuse of "I'm following the law" is a legal excuse, but it does not mean that person can't be criticized, and it is not a moral excuse for the behavior. It's like some jerk cutting a line--it's not illegal behavior, but people can rightfully still be upset about that and call them out.
The CPAs/lawyers engaging in zero-sum games of shuffling financial paper around so some billionaries can evade taxes in the Cayman Islands provide a negative value to society. We should have a taxation system that doesn't incentivize their existence, and they should go do something useful instead like be teachers, construction workers, scientists, or doctors.
I think you're right that simplifying the tax code is a good idea--if the code isn't complicated and there aren't lots of exceptions, there isn't anything to game. Things like depreciation, export pricing, are gameable. Sales tax, flat tax, land tax, etc are less gameable. A simple flat tax would fix many of these problems but create some others. Personally I think a land value tax is by far the best system of taxation--pitty the landowning gentry control the system and will never allow it.
I hate the tax situation. We donate to politicians who still have morals and do what's right. We write real paper letters to them. You have to make your voice heard or you'll be ignored. Politicians ignore the "silent majority" (their very own anonymous, "They" or "My Constituents") except as a imaginary straw man to justify why they didn't vote to fix anything. If you let the politicians do anything they want, they'll never do anything that you want. Hold them publicly accountable.
Calling out those you believe/know are scamming the tax code is a zero-sum game that you won't win. To them, you don't even exist.
You have to nail the politicians responsible for letting it happen or you're only raising your blood pressure to no good end.
Land-owning gentry. Owning land doesn't mean you're infected with that liberal BS or that you came from money. Neither of us had anything growing up beside loving parents. Owning property doesn't make us gentry except in some twisted sort of anne of greene gables way. I find that term derogatory and use it as a pejorative to describe some of our neighbors and many others who infect low-income areas by squeezing out those who struggle to get by so that they can stuff their "oh so cute" boutiques and yuppie sidewalk bistros into the neighborhood.
As for the A's, I hope they suffer from severe IBS forever.
We're probably 95% on the same page here. Politicians suck and don't represent us and are not responsive.
Calling out those you believe/know are scamming the tax code is a zero-sum game that you won't win. To them, you don't even exist.
People do respond to shame. We are the culture we build, and if it is culturally taboo to be corrupt or selfish, that will tend to discourage that behavior. It's not 100% and perfect, but it does make a difference. In places where corruption is absolutely pervasive, revelations of corruption are not shocking, and everybody is saying "I don't blame them, if I had the power I'd do it too." In places with functioning society, it is universally condemned and everyone is on the lookout. Even if you do some corruption, your wealth would make you a pariah, so what is the point? You're right that it doesn't directly stop corruption, but it really does matter. Experience the cultural difference regarding corruption between Sweden and Egypt, for example. All of us have the responsibility to do the right thing to dissuade bad behavior and build a healthy society.
Land-owning gentry. Owning land doesn't mean you're infected with that liberal BS or that you came from money.
There is a real problem here with landowners, even those from modest backgrounds like yourself. The problem is restrictive zoning and making it impossible for new development to happen. I don't have any problem with people owning homes. I favor it. What I deplore is crony government intervention in the property market. This includes everything from zoning restrictions, parking requirements, set backs, tax incentives, etc that all are a government handout for landowners. People supporting these policies are a problem, and yes that does include even average people that are house rich who bought a house there 30 years ago and now support the policies because it props up their net worth while denying the same opportunities to those younger than them.
This is primarily a NIMBY phenomenon in high cost of living big cities (California, Washington, London, etc), so people who don't live there may not get what I'm saying and say "what is he, some kind of communist? A new suburb just got built in my midwestern medium size city. It was no big deal." That's great. That's exactly how it should work. But it's not at all how it works in these big, mega global cities. Those places need to fix their property market and zoning because it really is turning into neo-feudalism. Your story of starting from the bottom and buying property is just not possible there for middle class people.
It should be possible for a teacher or firefighter to buy. Houses are $1 million. It's a different world, and it's the same of government capture, but in this case there are millions of completely normal people in on the scam rather than just a few hundred thousand wealthy elite with offshore bank accounts. It's not pretty to hear, but the damage is just as real.
I don't understand why everyone is so upset when people find legal loopholes around paying income taxes.
There are tax lawyers and CPAs who do nothing but look for ways to get out of taxes. Individuals and companies who use them will continue using them to pay the least tax they can while remaining within the letter of the law.
So, stop whining about people who can afford to buy their way out of taxes and implement flat rate taxation.