If your goal was to build the best team in the shortest amount of time this would be the best strategy. No strategy is guaranteed or perfect but I do believe statistically this would be the best. As you've said though it would never happen.
The way it works is if you land a couple high end players by bottoming out with your own picks, fill other holes through the trades you've made, use your surplus of assets to make trades, make some key signings.
The reason I think the Flames are doomed is they have no elite talent. The Avs have McKinnon, Rantanen, Makar. Those are legit superstars and they have a strong supporting cast. Their problem will be keeping that team together. Other Stanely Cup teams have Ovechkin, Backstrom, Kuznetsov. Crosby, Malkin. Kane, Toews, Keith. Kopitar, Doughty. I just dont see Monahan and Johnny at this level. They are closer to the supporting cast of all those Cup winning teams. Unless something drastic happens the team has likely topped out and will fizzle out. Gio getting older. Backlund getting older. Brodie or Hamonic likely gone. Gaudreau potentially gone. Those are big holes to not only fill but to improve on.
Obviously the full rebuild isnt going to happen which is why I'd take a retool. I think retool might just lead to more of the same but at least it would extend our window of competitiveness to allow for something unexpected to happen like landing a Pastrnak or Kuznetaov with a late pick or even just solid drafting.
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