My uncle is rich and feels the exact same way, he's never happy. Money is nice, but it definitely does not buy happiness... He's old and still miserable.

You sound lost and adrift, with no purpose.

What about finding a way to give back to others, such as through volunteer work, or perhaps go back to work in something you love?

A life without purpose is no life at all.

All the best.

...you say your money's not making you happy, so spread the money around... give a little instead of spending on yourself... you will find yourself more content, I assure you.

I'm early 30s and grew up well below the poverty line, but was still taught to be generous with what we did have, so whilst we we didn't have much money to spare, we gave our time and also shared our meals regularly. I have my own family now and my wife and I work hard to make sure we're as comfortable as possible, but we're still living paycheque to paycheque, much like a lot of people... I know a little extra would help us right now as we're trying to buy our first car to make it easier to get to around and more easily share the care of our son (we work full weeks and split our days so that we're not having to pay more than we earn to put him in daycare!)... I'm sure there's a lot of people that would benefit from your generosity, so maybe try that? I think it will surprise you that giving to others and making a difference in their lives can help make you content.

And you don't feel better until you try to figure it out and dismantle it. That emptiness you feel has been the sweet spot of the philosophers for thousands of years. This lament could have been inscribed on a tablet in Rome. If this system you have "mastered" makes you sick and empty, there is something wrong with it. Try reading Emma Goldman's autobiography or something similar.

Another reason why school should be free for everyone.
So girls don't need to pimp themselves out just to get by.

And if she sleeps with you to pay her bills for school; how likely is it she would do the same with a professor or other person in power to reach her goals?

And women complain about inequality?

But seriously, don't blame her. This is one of the micro-costs of living in such an expensive world. People do desperate things in desperate times.

I'd love to change problems with you. let's meet and you can give me your money and I will hand over my ex wife and 3 kids. Get your head out of your ass and start doing something useful with your life. Volunteer, go to school, give back to the community, the list goes on and on.

Opportunist....haha

hang on a sec... you're filthy rich, yet you took the skytrain to the airport? what gives man? couldn't you hop in a cab or rent a limo or something?

Sometimes when we cant make our selves feel better....
Its time to try making others feel better, small acts of kindness & generosity without reciprocity or recognition.
Go buy food & hand it out to the hungry, sponsor a sports team or a school. Create the opportunity for benevolent example without taking credit. There's many things wealth can do other than fill the hollows it creates. Be batman & save your soul while saving the less fortunate.

"Kindness is a language the deaf can hear & the blind can see."
-Mark twain

Why are you only taking trips to soulless destinations? Get out of the material, it's consuming you. Volunteer for a week to see what a meaningful existence feels like. No sense in having money if you're gonna live like a chump.