I'll add, you also just have to be lucky/fortunate to win a Cup as well. The '11-'12 Kings looked like the org had stalled after the teardown and draft high years and were on the verge of missing the playoffs that year. Sutter manages to come in and get them in as the 8th seed (though still not all that convincingly--they were 10th in the conference with a month to play) and they absolutely go on to wipe the table in the playoffs (16-4!!).
Now you can look at them and say "oh, they had high draft picks," "oh, they fired their coach," "oh, they made some good trades"--I mean, they did all of those things, and they also had some bad high draft picks, and they also made some iffy trades, and it wasn't clear at all that Sutter had really been all that much of an upgrade on Stevens. They got lucky/fortunate though, the things they did all lined up and fell into place at the right time. If Sutter comes in a few weeks later, if Quick's play drops off at all, if they don't scratch into that 8th seed, etc... Lombardi possibly gets fired that off-season and they go a different direction and end up another Buffalo, Islanders, Panthers, instead of winning 2 Cups.