He is know for his ups and downs in Edmonton, as the GM. (Let go in 2018). Chiarelli drafted really with the Oilers. While in Edmonton, he brought in
Connor McDavid,
Ethan Bear,
Caleb Jones,
Jesse Puljujarvi, Tyler Benson,
Evan Bouchard,
Kailer Yamamoto, Markus NIemelainen,
Stuart Skinner, Dmitri Samorukov, , and
Ryan McLeod. He did not perform well however, when it came to talent evaluations. He signed Milan Lucic to a seven-year, $6-million AAV deal, Andrej Sekera to a six-year, $5.5-million deal, also signing Koskinen to a 4mil+ year deal.