As a matter of philsophy, I usually agree with the idea of trading prospects for proven veterans. After all, you generally know what you're going to get from a veteran player, and as a percentage, the overwhelming majority of prospects are busts.
If you take a look at what the White Sox have done over the last 10 or 15 years, most of former GM Ken Williams' trades have involved dealing future prospects to acquire help for the here and now. When I look at all the young players Williams traded, the only one I wish the Sox still had is Gio Gonzalez.
Strangely enough, the Sox traded him twice. In 2005, they sent him and Aaron Rowand to Philadelphia for Jim Thome (good trade). They reacquired him, along with Gavin Floyd, for Freddy Garcia in 2006 (also a decent trade). Then, they sent him to Oakland in 2008 with Ryan Sweeney and Fautino De Los Santos for Nick Swisher (terrible trade).
The rest of the players Williams traded, I can't say I miss.
Here are two guys the former GM of the Cubs (Jim Hendry) traded that I'll bet the current GM (Jed Hoyer) wishes he still had: Tampa Bay pitcher Chris Archer and Oakland third baseman Josh Donaldson.
Archer, a 24-year-old right-hander, is having a breakout season for the Rays. He's 8-5 with a 2.81 ERA in 17 starts. He's allowed two earned runs or less in 12 of those outings. Pretty impressive for a kid who just joined the rotation on June 1 and is pitching in the rugged AL East.
The Cubs acquired Archer from Cleveland in the Mark DeRosa deal in 2008, but in 2011, they flipped him to Tampa Bay in an eight-player deal that brought Matt Garza to the North Side of Chicago. Over 2 1/2 seasons, Garza went 21-18 in 60 starts for the Cubs. He, of course, is no longer on the team, having been traded to the Texas Rangers earlier this summer.
Meanwhile, the Rays have a potential ace on their roster. The Cubs are still looking for that guy. Some people in Chicago seem to believe Jeff Samardzija is an ace. I disagree. A 28-year-old with a 4.13 ERA who is blowing 5-0 leads against the woeful Philadelphia Phillies is not an ace. He's a mid-rotation starter on a contender. The Cubs should consider trading him this offseason. He's not going to get any better than he is right now.
Donaldson, a 27-year-old third baseman, is a bit of a forgotten man. Most people haven't noticed his .296 average, 19 home runs and 77 RBIs this season because he plays for Oakland. Most people have probably also forgotten the Cubs selected him 48th overall in the 2007 draft.
In July of 2008, Donaldson, Sean Gallagher, Matt Murton and Eric Patterson were traded to Oakland for Rich Harden and Chad Gaudin. At the time, Donaldson was the least talked about player of the four the Cubs gave up. Right now, he looks like the best player in that deal. He plays third base, too, and it seems like about half the teams in baseball are looking for someone to fill that position. It took five years, but that acquisition is paying dividends for the A's, who certainly do not miss Harden or Gaudin.
With both Chicago teams out of the pennant race this year, both clubs have traded some veterans for future considerations this summer. A couple years down the line, maybe they'll strike gold in some of these deals. Only time will tell. Most of the time, the team acquiring the veteran wins the trade. But every now and then, you seen a trade like the Archer deal or the Donaldson deal where the team acquiring the prospects prevails.
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