I'm old school. I like the feel of a proper watch on my wrist. I have a few nice ones, some older, but nothing like the big dollar bling that is thrown around these days. Watch-making is both science and art. Some of the designs are fascinating (and I pretend to know very little about the watch making art). To @bdp24, it's another way to spend money, a hobby, some pursue with a passion.
I had a friend back in NY who was seriously into cars. He managed to get the stopwatch Steve McQueen used in the movie Le Mans. He can afford it.
Daytonas seem to be some of the most collectible Rolexes for both neophytes and serious collectors. Nice watch. Not worth millions, other than for provenance and bragging rights, but I understand it. Is the money going to a charity?