1. Many people are horrified by the thought of not being a simple worker bee. They say they want change, but they don't. They want the security of someone else taking care of them. The reason wealth exists is because there are people that cannot live this way, and thus, make their own way. You cannot fault hard working business owners because their employees put themselves in a place to require said employment in order to sustain a life they consider normal.
2. There will always be wealth. If the US gave up capitalism in favor of socialism, the money would be placed in the hands of the whole, and in this case, the government. At that point, the government has the money and the power. We're screwed.
3. Life is suffering. There is no perfection on this realm. Solve this problem and another will follow. This is a symptom of life in samsara. Bukowski recognized this, which is why he talked of a simple life without possessions. If you truly want to break free of 'the man,' you'll have to life a life defined by something other than money, objects, and achievements. For most of us, this is nearly impossible. Middle ground is an illusion.