What does your roster look like? Sounds like a no-brainer to me, but I have no idea who is on your team...
C Wieters P Verlander 1B Votto P Leake 2B Phillips P Liriano 3B Beltre P Cole SS Andrus P Shields 1B/3B Freese P Cobb 2B/SS Kipnis P Romo OF Cutch P Grilli OF Crisp P Grienke OF Davis BN Beachy OF Markakis P Wheeler OF Stanton UTIL Werth DL Panda
C Victor Martinez, Det C, 1B Adam Dunn, CWS 1B, 3B Evan Longoria, TB 3B, 2B/SS Dustin Pedroia, Bos 2B/SS Elvis Andrus, Tex OF Ryan Braun, Mil OF Nick Markakis, Bal OF Lorenzo Cain, KC UTIL Ike Davis, NYM
SP James Shields, KC SP Dan Haren, Wsh SP C.J. Wilson, LAA SP Matt Harvey, NYM RP Huston Street, SD
Bench Jeff Samardzija, ChC Bench Brett Anderson*, Oak Bench Jeremy Hellickson, TB Bench Alexi Ogando*, Tex Bench Michael Cuddyer*, Col Bench Alex Cobb, TB DL Mark Teixeira*, NYY
I would say so! Your pitching rotation while there are no BIG name studs is full of alot of promising pitchers, and I feel you could easily trade a couple of them and be fine, Kemp while hes started off slow with only 1 hr will once he gets back into the swing of things will be smashing it!
I don't know. I'm a little concerned about Kemp. Ever since he came back from his injury last year he's, well, played like he's still bothered by it. Mind you, I'm only looking at his stats and not how he's carrying himself, swinging the bat, etc. I think he's a good buy low candidate, though he'll still cost you. Perhaps you should start off by offering Haren + Hellickson and negotiate from there.
Mind you, I'm a huge Shields fan. I don't know why he doesn't get more credit as a top line starter given his steady K/9, etc. I think you've got the pitching depth to make this trade, and if Kemp starts performing a bit better you'll do just fine. It's not a no brainer or without risk, but I think you can do it. It will probably be less painful than just cutting Hellickson anyways!