Thats simple. By knowing youre gonna lose him and choosing long term instead of short term. 29 teams doesnt win the cup every year, yet they come back the next year, they survive. How many team lose 3 30 goals scorers for absolutely nothing withing 2 season but yet the GM is not to blame at all?
That would put you in a perpetual state of trading assets for fear of losing them, and then turning around and trading the assets you received again. You have to go for the shot at the cup. We all know that anything can happen once you get into the playoffs.