Although Jake Milford never won the Stanley Cup, he was considered one of the top executives in the NHL during his tenure. Milford was a successful General Manager winning the Central League Title four times. Moving up to the big dance, he took over the GM position with the Los Angeles Kings and took them to their best record in the league. He would do the same in Vancouver, assembling a team that went to the Stanley Cup Finals for the first time in that franchise’s history. Again, he may never have won a Cup, but he put together talent in places that gave hope to hockey fans sooner than they would have expected.