I gotta ask, Jim, what's your opinion on Theo? I think he's great with drafting players, but is absolutely terrible with free agents and long term deals.
Check out these disasters:
Julio Lugo
Edgar Renteria
John Lackey
Daisuke Matsuzaka (better than average for this list, but still not a good pick up)
John Lackey
Matt Clement
Bobby Jenks
Mike Cameron
.......is there anybody else I'm forgetting?
J.D. Drew was also not as advertised, but I'll give a C average based on periods where he was really hot and three huge post season hits.
Marco Scutaro gets a pass because he has played as advertised.
Jason Bay and Victor Martinez were good year and a half rentals, but it would be great to have Justin Masterson now.
Eric Gagne was a trade disaster. Let's also not forget scrap heap boners like Wade Miller, Brad Penny, and a way past his prime John Smoltz.
As far as Crawford and Gonzalez, the former has also under performed, but he has 6 years left and a chance to turn it around. He shows signs of getting hot. Gonzalez overall is having a great season, but he's not been as good past the all-star break and it's revealed his off season shoulder surgery may have something to do with this. How will this hold up after six seasons?
On the positive end, there's Bard, Lester, Ellsbury, Pedroia, Papelbon, and Buchholz, and perhaps a few other I'm missing. He is good at drafting players.