All one needs to do is look at the New England Patriots as an example. Always draft near last, build a core of solid players, and then supplement with established young talent.
If you assume that 95-99% of drafted players are a crapshoot to play well in the NHL, they why not trade Kane for existing prospects with a year or couple years under their belt instead of looking at a draft choice ?
Botterill needs to establish the core and keep it the same as long as possible. IMO, you can't roll 10-12 players every year and expect the team to win the next season. Also, we need to stop signing guys like Pommers/Gorges at the tail end of their career. Sure the team needs leadership, but the leadership doesn't have to be at the end of their career.