I grew up poor, so it was pounded into my head from an early age that you should acquire money to free yourself from the hassles and stress of poverty. So, by virtue of hard work and a lot of luck, I did so.
Now, I 'work' about 5 hours a week from home for an insane salary. I sleep in every day, and have no real schedule to keep. I want for nothing material, but I struggle to fill my time so that I don't get bored. There are only so many books you can read, so many musical instruments you can become proficient at, etc, before keeping yourself busy becomes a job in and of itself. All my friends work typical 9-5 jobs, so I can't just call someone up and ask them to meet for lunch/drinks somewhere. I thank my lucky stars for my wife's company, otherwise the isolation would be too much to bear.
I've been doing this for years, and what I've learned is that for me, happiness == other people. Not time, not possessions, not fast cars, people. Specifically, people that I like (of course). Because people bring continual novelty to my life, and that is what my brain craves.
Now if I could only start a business with people that I admire. Too bad no one else has any free time.