I used to have something like 16 different systems & was collecting the games from top 10 lists and stuff probably 15 years ago, I had a lot of the games everyone wants. One day I came to realize that the Gameboy, being my first real game obsession, would be the only console I would actually "collect" for, as in trying to get every game. I only have maybe 30 minutes a day anymore to play games, so I grab a random handful of GB carts sometimes and play 'em on my SP.
I kept the systems and games that I actually still played and enjoyed, and figured out what I really liked, had space/time for. A lot of the high-priced games were just collecting dust, so I cashed 'em in & got more Gameboy stuff. Haven't regretted selling any of them. I figured I would get a lot further into collecting for one system than I could for 16, it's just too spread out. I still follow the Nintendo handheld lineage, since it fits my lifestyle so well & carries on the tradition. I still have plenty of systems though, I just kept my favorites.