Downtown Connor Brown said:
This was a fun read:
https://edmontonjournal.com/sports/hockey/nhl/cult-of-hockey/peter-chiarellis-10-best-moves-and-10-worst-moves-as-edmonton-oilers-general-manager
"Trading a 1st and 2nd round pick to the New York Islanders on June 26, 2015 for Griffin Reinhart."
You just can't make deals like this (which was a horrible deal at the time) and stay competitive in the NHL. It's too hard coming back from something like that.
The Leafs made deals like that for years. Once they stopped the started to right the ship.
Edit: Mark Hunter is who the Oilers should hire. He'd provide exactly what they've been sorely missing, the ability to identify and develop young talent.