So what you need to work on is how you define "success" in life. Money is a high variance objective, whereas self-improvement is a low variance objective. I think finding a good balance of variance and tolerance to risk is a key to happiness.
Rejecting the role of luck in our outcomes is delusional, and people who support it have something to peddle (if only their own personal brand as thought leaders).
In the non-poker real world, most people maybe get to play one hand in life, and that’s it. One at-bat in a baseball game, to use a different analogy. You dump 20 years of savings into buying that laundromat, and that’s your only shot of making it. If we are really lucky we might get one or two more hands to play but that’s it for the vast majority of us.
The rich get as many hands/at-bats in life that they want to play, so they will eventually win one. They can just serially start business after business until one of them lucks out and succeeds, then do talks for the rest of their lives on how to be good at business.
Money buys you chances to make money.
Measuring your net worth against those born rich is a fools errand, but you can definitely make your children have a better shot against their children. True wealth is almost never built up in a single generation, despite the fairy tales about the "American Dream" that we tell our children.