I'd trade Bourn; he really can't hit, and I think he's going to regress. And people are keeping him higher on draft boards than they should. Sell high.
I'd keep both Pierre/Fowler. Give Fowler a shot in a dynasty league; he's a stud. Not everyone goes Braun.
And play Pierre first. Let's see what Fowler does this year: the platooning talk overrates Smith and UZR small sample sizes, and the Rockies are smarter than I! They damn sure know that.
Only when you need to call up Jennings do you turf aside Pierre, assuming he's still starting then: for you or for the Sox.
PS: Jennings could go to LF/RF, too, so if CF counts, you'll want Dexter 'round for more than his potential.
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