Are we sure that Byrnes signed that contract after Quentin was traded? I could swear he signed it before Quentin was traded, and also before Justin Upton got his first call to the majors. I kind of thought Quentin was traded because Byrnes already had a long term deal, Young already had CF locked up, and Upton had the brighter future. IIRC, Upton was called up for a cup of coffee in 2007. He's on the 07 roster on the BR page with minimal at bats. Byrnes signed the extension in August. So yeah, they traded Quentin in the offseason (December, for Cris Carter, who was sent over to complete the Haren deal). Perhaps they intended on trading him after his poor showing to make room for Upton? So in reality, they had already signed Byrnes, so they had a logjam in RF. Either way, they made the right decision at the time. I'd have traded Quentin as well You'd give up on a stud prospect early so you can lock up a below average LF just because of clubhouse presence and intangibles? They didn't do that. They signed Byrnes before they traded Quentin and once Byrnes was signed, it became a bad contract that they weren't going to be able to move. Quentin got them Haren, which in my mind is a pretty good deal. They probably never should have given Byrnes a long term deal, but since the damage was done, they made the best of the situation by trading one of their young stud outfielders for a stud pitcher, which they needed. With Byrnes hurt last year, they were able to move Conor Jackson back to the outfield, so it's not like they were left with no options. What? Eric Byrnes was extended on August 7, 2007. Carlos Quentin was traded on December 3, 2007. So they locked up Byrnes and then 2 months later realized he wasn't worth it? I think it's pretty clear that when they signed Byrnes they had a plan to trade Quentin in the offseason.