I don't see how the Miami trade was bad, Sure the Jays didn't win the world series, but the move was praised at the time. The Dickey trade was done because the trade had to be budget neutral, so AA had no other options if he wanted to bring in an ace.
The only trades he has made that I thought were bad at the time was the Napoli trade because it seemed like he took the first offer and the Bonifacio trade because he sold low for no discernible reason, Makes me think he was bad in the clubhouse.