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Most of the time if you want to end up well off, you've got to give a lot more than you would think you would. This usually doesn't become apparent until you're older though, so if you decided to get married, buy a house, and start a family, etc, while you were quite young and poor/broke to some degree, you now have even more to give up to achieve that goal, or you can learn to live with it.

This tends to be mostly faults of parents. Society has a role to play as well, but a small one. It's not their job to set your path, that's up to your parents and in the end, you. If you made a choice you regret, that's tough luck unfortunately. If you were lied to, tough luck. Parents who didn't care? Tough luck. Life's not fair and is full of wishes and regrets, but trying to put the majority blame on everyone else will just make things harder for yourself. It becomes obvious if you ever get past it.

Coming from a lower middle class family, to being in an upper middle class situation, where I feel wealthier than I am, I know for most people that 'good enough' is doable. You just have to be willing to give up a lot, focus, and always be willing to give that second effort. You also have to properly understand what money and time are worth, and more specifically, worth to you. Eventually you'll get where you're headed, if you've made a reasonable decision that is. Trying to be something you're not will almost never work out. Sometimes being yourself isn't what society demands, and so you don't get rich because of it, and will have to settle for whatever you can get. Many people do something they don't enjoy, but fits them personally, and makes them as wealthy as they would like to be. Everybody has their choices to make.

Now for the straight up poor or medically ill, well that's an unfortunate problem that's almost impossible to solve without screwing up the rest of the system which works pretty good. Which sounds horrible, but every other system that has tried to accomplish this task, no matter how useful it sounded, has never come close to offering everyone as a whole, the much improved life that westerners have. Until the day that system is born, and it surely won't be just a few adjustments to the existing system, people really have little choice but to just deal with what exists.

Life definitely can suck, and will suck at times, period. Personally, the way I looked at life, was that compressing as much suck as possible into portions of my life, allowed me to live more stress free going forward in general, and was better than dealing with a small amount of suck everyday consistently. Some look at it like I lost part of my earlier life, and I look at it like I gained a better life overall. Both are true, but they are just different viewpoints of life based on individual choices. It depends on what you want, and what you're willing to do to get it.