Haha I love that Daniel Tosh quote.
You can get a jet ski for a couple hundred bucks or cheaper. Plus, if you rode it all the time, you would eventually get board and freeze to death.
It is about the sustainability of happiness, and when surveyed, the three happiest groups of people in the whole world were all poor AF:
the Amish, some super poor farmers in Bangladesh that smoked weed all day/worked their asses off outside and Buddhist monks that meditate all day and do nothing. I guess the Amish showed similar happiness rates to that of self made Billionaires, but it found it was because the self made billionaires were incredibly passionate about what they did, had purpose, and worried as little about money as the Amish do.
So, I agree: you can be rich and happy, but the two aren't mutually exclusive. Westernism has fucked everyone up in to thinking you need money, need the newest iPhone, need the nicest clothes to be happy, but that form of thinking begets false happiness, insecurity and misery. The happiest I was in my life was when I made the least money and had the most passion. The most unhappy I was was when I made the most money, had a job I hated and worried the most about stupid shit. The billionaires need people to be full of fear to want to buy their stuff tho, and that is why our society is the way it is, with everyone convincing themselves they need x y and zed to be happy, like mice running on an infinite treadmill and the already rich getting fatter and more rich.