90s: I was born in 1991, so limited. I was weirdly reading the newspaper with my breakfast cereal by the end of that, though... I was interested in sports and weather as a kid. So probably Steve Luhm? Honestly it's absolutely wild that I get to do that job now.
00s: John Hollinger and Dean Oliver, no doubt. I remember Hollinger's Pro Basketball Prospectus with Amare on the cover, carried that around in my backpack in HS. I was also reading a ton of baseball analytics stuff then, mostly Bill James and the Baseball Prospectus guys. (There are so many good BP writers.)
10s: Zach Lowe is obviously the guy who led the way in a ton of ways to really develop the style I steal from a lot, and I think for a time there he was the best sportswriter on the planet. But goodness, the whole blogosphere and internet was *popping* in the late 00s early 10s. Too many names to mention. Honestly some of my biggest influences then were a lot of my cowriters at SLCDunk and Salt City Hoops... Kris, Clark, Amar, Dan among them.
20s: As the good analytics guys have just been immediately hired, it's been harder to find the best stats stuff online, IMO. There are obviously exceptions. There's still a ton of great Xs and Os work as a I try to understand more of that side of the game... I'll give Slappin' Glass a significant shoutout here... their podcast with Will Hardy at the beginning of the year was super in depth. But generally coaching-focused writing is what I'm learning most from these days. I pay a ton of money for random subscriptions to stuff, though: Stein, Haberstroh, Tom Ziller, CleaningThe Glass, Synergy, PBPStats, so much more.
I'm forgetting to name a gazillion folks here