There's a wonderful example of a team that didn't quite understand how to manage the cap, and literally the moment they started paying Toews and Kane elite money in 2015-16 their team started to fall apart and they never made it out of the first round again, with all the contracts they handed to guys to go all the way into their late 30s started costing them actual good players.
A stark contrast with the Leafs, who have only gotten better since they signed their guys to elite money and have nobody signed into their serious decline years.