He's already made bad trades here. Grant and Thompson were two extremely recent and obvious examples.
Giving up draft picks to make the team worse is a pretty significant mistake.
trading a 4th and a 5th the next season isn't significant.
Grant and Thompson not working out, crap happens.
A lot of players came up short in the playoffs, Pitlick, Farabee, JVR, Myers, Hagg, TK, Sanheim.
The bubble was a mess for this team, so was the start of this season.
Then as they turn the ship around, the rudder (goalies) falls off.
Fletcher stopped trading young players after the Leddy and Burns trades.
My suspicion is the Hanzal trade was pretty much due to an ultimatum from the owner, go deep into the playoffs or you're gone. In that case we'd all take that chance.
The fact that despite pressure to win now, Fletcher has yet to trade a prospect or a 1st rd pick, tells me he's learned. Now this summer may be different, this team has enough talent with the right moves to go deep into the playoffs next year - at some point you have to tap into the bank account.