I wonder how many people sought to find the pot of gold at the end of the rainbow. Maybe real gold by panning in a stream. Or the BIG WIN in PowerBall? First I suggest you clearly define exactly what gaining riches means and whether is it the answer to everything for you.
Me? Having a lot of something means you also have a lot of responsibility. Keeping it may be a big distraction and a destroyer of pure joy. Let's consider your sex partner. After experiencing many lovers do you know what works best for you? If you meet up with that person does it last? You realize every kind of relationship is a mutual agreement and requires give and take by each participant. Contentment?
Contentment isn't settling for something it is appreciating what you have and enjoying it as much as possible. My worst experiences? The old cliche' that the grass is always greener in the other pasture. I do not know perfect anything in this world. Love does cover imperfection but even love is an action word. However you define it, work on it so it is a success for both lovers.