As the general manager of the Minnesota Wild, in one of the nation's most provincial states, he has traded away Nick Leddy, a standout from Eden Prairie.
He has traded for failed forwards and fading forwards.
He has traded away Brent Burns, perhaps the NHL's most dynamic defenseman.
He has traded and failed and then traded again but his fearlessness, which in more difficult times goes by the alias of recklessness, has built the best team in the Western Conference, and on Sunday night Chuck Fletcher demonstrated that he doesn't know why anyone would bother putting yellow on a traffic light.
In his latest gamble, he is dealing from the top of the standings and the bottom of the deck. Sunday, he traded three draft picks for Coyotes center Martin Hanzal and winger Ryan White. The Wild's organizational depth makes this trade sensible.
This is the right time for the Wild to go for it for many reasons. This is the best Wild team in franchise history, and the Western Conference is as vulnerable as it has been in years, even with Chicago stomping on the gas.
Because of the Wild's dominant play, its draft picks will reside near the bottom of each round. With roster and organizational depth, the Wild can afford to trade picks.
Fletcher owes it to himself and the franchise to push for a championship while his best players are in or near the end of their primes and his goalie is playing like a star.