That's the thing though. They didn't really have all kinds. Historically Toronto lacks elite players at all position's, and even depth of really solid players. I think every original 6 team is better in an all time sense, except maybe the Rangers. On top of that many other teams who haven't been around as long seem to have comparable depth and better top end talent. I may start a thread.
I think you're selling Toronto short. Perhaps they're short on top 30 or so players, but the only ones Pittsburgh really has are Lemieux and Jagr. Great, to be sure, but Toronto can put out Apps, Mahovlich, Conacher, Jackson, Kennedy, Dye, Primeau, Keon, Sittler, Sundin, Gilmour, etc. I mean, Apps is basically a Sakic comparable without the longevity, Mahovlich is a top 4 LW, Conacher was an elite power forward who led the league in goals 5 times, Jackson led the league in points, Kennedy won a Hart and 3 retro Conn Smythes, Dye led the league in goals 3 times, Primeau led the league in assists 3 times, Keon was an unbelievable 2-way player and leader, Sittler and Sundin were all-star first liners for years, and Gilmour won a Selke while being top 10 in points. And all, except for Sundin and Gilmour who will both get in eventually, are hall of famers. And if they want to put in great role players, they can throw in elite defensive players like Metz, Klukay, Pulford and Armstrong.
And that's before you consider the better defense and goaltending. Toronto would definitely be up there in teams, and I'd say are comparable to Chicago and Detroit