Did you read the last paragraph? The point of the article was that attitudes like Britton's are needed to change the losing culture. The 1999 reference was a juxtaposition of clubhouse cultures/attitudes. I don't really buy the premise (smacks of "not enough five-step handshakes" sans the racial component), but the point isn't particularly obscure.
Yeah, I get what he's trying to set up, and that would make sense if the story was from 2009, but it was from 1999. None of those players has been with the Orioles for years, and yet they've kept losing. Has the clubhouse been poisonous this whole time? Further, they STILL SUCK. So, thank goodness Zach Britton isn't playing in 1999 or ... well ... he wouldn't be the "straight-up dude" Jones encountered, I guess. He'd be an ogre. Like mean old Tito Francona. And thank god the clubhouse now is great or ... well ... they'd be even suckier than they are, I guess.
Look at that last paragraph you're referring to:
Success isn't like that. It's harder to dissect. Sometimes, even looking back at how a good run began, no grand theory emerges, no great explanation. Sometimes, it's just because someone like Zach Britton happened to come along, and he decided that he was going to believe.
What success? They're the third worst team in the American League. So, okay, he's predicting that success is just around the corner, maybe. Okay, well, then when is it because someone like Zach Britton came along and decided he was going to believe? Not 1999, I guess, but also not this year either, and not in a single instance that Jones actually points to. At least make a Schilling-why-not-us reference or something, for christ's sake.
So, this whole thing makes sense if you've got a juxtaposition of clubhouses and a juxtaposition of results, but you don't. Or it makes sense if there's some history of positive thinking like Britton's making teams play better, and so Jones is getting on the bandwagon now, but Jones doesn't offer any of that up. Rather, you've got two teams that are just about equally bad, but one is likeable and one is not. But great story about how mean everyone was in 1999.
(ps., I could maybe hop on this bandwagon if Jones had made an argument about the clubhouse and the fact that the Orioles underperformed their pythag by six wins...)