Every year we see countless trades involving every kind of player, from established big leaguers to promising prospects to minor league roster filler. Most of the time, one team ends up getting the better end of the deal, whether or not that's apparent at the time of the trade is a different story all together.
Moshe Mandel at TYU posed an interesting question today: does a GM want to see the prospects he's traded away succeed? Are the Phillies rooted for Kyle Drabek or against him? What about the Yankees and Austin Jackson, or the Red Sox and Nick Hagadone? Furthermore, what about the big leaguers traded away? Does a GM want to see those players do well?
I believe that the best trades are those that benefit both teams, because they've not improved your ball club but also your reputation with other clubs as well, which can help with future deals. Some might not agree, and think that the best deals involve improving their team while hurting another.
What about you? What does your ideal trade look like; is it a win-win, or something else? Is it wrong to want to see someone you've traded away fail?