1. Jake Peavy recently traded to the San Francisco Giants, good move or bad move?
Tyler Ash (@TyAsh34) - Dealing Jake Peavy was a good move. The Red Sox were able to net two San Francisco Giants' prospects that ranked in the top 10 in their farm system - left-handed starter Edwin Escobar and reliever Heath Hembree - in a move that further deepens Boston's young crop of arms. Escobar just appeared in the MLB Futures Game while Hembree posted a 3.89 ERA with 10.5 K's and 3.0 walks per nine innings in 41 AAA relief appearance this season.
Rick Bentsen (@rickbentsen) - Trading Peavy was a good move in that he did not have a future with the team. I was sad to see him go though. Jake is the kind of guy you just love to root for since he always gives his all with every game. I'd much rather have a passionate pitcher on the mound than one who just goes through the motions.
Joe Barron (Author of 'POGIE') - Good move. He wasn't winning games. Sometimes a change of scenery does wonders to focus and I think Workman is an important piece at the back end of the rotation. I think one of those two prospects they got back might be able to become a strong bullpen addition down the line.
Andrew Oak (@Mayor_Oak) - I think its a good move. Having Peavy around for August and September seemed pretty expendable. The two pitching prospects that the Sox received may not amount to much, but it is certainly better than letting Peavy take pitching time away from Workman, De La Rosa and Webster.
Tim Ehrens (@BigTimmyTweets) - It was an excellent move to make. Trading Peavy, an aging pitcher who is not part of your long-term plans anyway, for two young pitchers is fine by me. Even though the chatter around Edwin Escobar and Heath Hembree so far has been that they are middle relief types, they are young arms that will help the Red Sox a lot more than Peavy ever would.
2. Who is the next Red Sox player about to go?
Tyler - Johnny Gomes could be the next move for Boston. Gomes, a free agent at the end of the season, provides contending teams a valuable right-handed bat off the bench. His postseason experience and leadership abilities will make him a sought after player come the trade deadline. The Royals, sitting two games back of the Blue Jays for the second wild-card spot, would love to acquire a bat for their stretch run.
Rick - I think that the next trade is going to be a small one. I think Carp will be the next piece moved. I doubt the Sox will get a lot for him, but there are teams that could certainly use his bat.
Joe - Xander Bogaerts. I know a lot of purists will hate me for saying this, but I think he has more value as a trade piece to a team looking for a long-term shortstop. The errors and attitude since being moved to third base have not been fun to watch.
Andrew - I think its Felix Doubront. A young lefty who really wants to start but isn't getting the opportunity anymore with many other Sox prospects outperforming him. I think he actually has the most value because of his age and that he's a lefty pitcher. If the Red Sox do want to trade more pitchers, he undoubtedly has a lot of value on the market.
Tim - I hope it's Koji Uehara, but that might be tough. After Detroit solidified their bullpen by adding Joakim Soria, the landscape of World Series contenders looking for a closer has decidedly dried up. Teams like the A's, Angels, and Orioles have bolstered their closer role either through trade or sticking with one of their bullpen guys. Uehara is 39, not part of the Sox long-term plans, and could fetch a very good prospect for a contender hungry for a closer. But it looks like the market for one is shallow.
3. Which Red Sox player should NOT be traded this deadline?
Tyler - The Red Sox would be insane to trade their ace Jon Lester. The 30 year old southpaw has had a career year, notching a stellar 2.52 ERA and a WHIP of 1.12 to go along with 140 K's. The Red Sox need to resurrect negotiations with Lester. The Sox lowballed him with a four year, 70$ million dollar contract proposal earlier in the season, so they need to offer the soon to be free agent a longer and more lucrative deal in order to retain one of baseball's elite starters.
Rick - I really don't think the Sox will or should move Lester. I still suspect that the Sox will end up working out a deal with him, although I know I am in the minority in this feeling.
Joe - Jon Lester. You need to have a lot of faith in someone to say they wouldn't mind being traded and then you'll resign them to the next year to what they deserve. Of course it's going to hurt. For someone who has beaten cancer, won two World Series, and proven time and time again how clutch he really is, give the guy what he deserves at the end of the season. Stop yanking him around with trade talks.
Andrew - There are a lot of player generating interest. I obviously do not think Lester should go, so the player I am going to go with is Koji Uehara. Your bullpen has been somewhat tremendous all year. Don't let it crumble in August and September by trying to find a new closer. Let him finish the year and maybe those one run games can turn around for the Sox.
Tim - I'd love to say Jon Lester, but I'm going with Xander Bogaerts. Call me stubborn, but I just haven't lost faith in the young kid. He showed a lot of moxie last year in the postseason and despite his rollercoaster 2014 season and his very, very low lows, I think this year has humbled him and has given him a foundation to build upon. Shortstop is such a premium position, and I still think the Sox have a budding star on their hands. Patience is key.
4. What position do the Red Sox need an upgrade in to make a postseason run?
Tyler - The last place Sox need upgrades at a lot of positions, particularly at shortstop and in the outfield, but the team will likely wait until the offseason to make upgrades. The Red Sox will not mortgage any part of their future in a year in which the club has little to no chance of making the postseason.
Rick - The Sox are in definite need of an outfielder. One player I have a definite interest in the Sox pursuing would be Jason Heyward. I think his bat would play very well in Fenway and Pesky's Pole would be very good for his power.
Joe - Outfield. I'm glad Shane is back and JBJ is still making plays. But please for all that is good in life, don't put Gomes in the field anymore. Gomes is good for pinch hitting and saying ridiculous things. He should have a shirt, "Talk ****, Pinch Hit." (start up company to wherever he gets moved to?). The outfield is missing power. This whole team is missing power.
Andrew - The answer is clearly OF. Jackie Bradley's defense has kept him safe for now but with Victorino hurting and a platoon situation in right, they need to get a legitimate number 5 hitter to back up the Ortiz-Napoli combo. Kemp has surfaced, Stanton is a long shot and I'm not quite sure if the Sox are going to pull the trigger this season. They might just wait until next season for a complete rebuild of outfield.
Tim - This is a no-brainer: Outfield. The outfield production this year has been dismal. Jackie Bradley Jr. has been a black hole at the plate (although a wizard with his glove), Shane Victorino has had some frustrating injuries, Jonny Gomes has been practically a non-factor and Daniel Nava has shown some good flashes but hasn't been a difference-maker. Their best outfielder is Brock Holt, and that's not even his natural position! The rebuild starts there, Ben. You think the Sox shoulda given Jacoby Ellsbury a few more bucks? Yeah, me too....
5. Are the Red Sox officially buyers or sellers at this trade deadline?
Tyler - It's safe to say the Red Sox are officially sellers. Role players such as Gomes and Mike Carp might be included in trade packages by the end of the month. Boston is also reportedly shopping Andrew Miller, the lefty reliever that has posted a terrific 2.45 ERA, 14.5 K/9 innings, 5:1 K/BB ratio over 40.1 relief innings this season. Contenders would love to land Miller and the Sox could acquire solid prospects in return.
Rick - At this point, the Sox are sellers. That being said, I fully expect that the Sox aren't going to sell off like they did two years ago. The Sox are going to make moves that make sense, but I think it's going to be minor pieces here and there. I could see guys like Gomes, Carp, Drew, Middlebrooks possibly, maybe Doubront being moved. But I think the major pieces that the Sox expect to build around staying. We're going to see a lot of kids over the next couple months.
Joe - Both. I think their looking for value to upgrade the team for the future, but they need to stay relevant and competitive because business and ticket sales have taken a huge blow this season. If they bring in a big name guy like Stanton or Tulowitski (who I still think would help bring Boston to the Promised Land), it would generate a lot more interest in the team.
Andrew - Sellers but not 'selling out'. By this I mean that they will try and trade some veterans but not go all out in selling everything. They are last in the division and all the other teams seemed WAYYYY more poised to make a postseason run. I think the Red Sox should develop some players and get ready for 2015. It only seems right after winning it all last year.
Tim - I think it's clear they're sellers at this point. With the "will they or won't they" nature of the Peavy trade answered, it seems they're officially in sell mode. The only matter is what kind of market exists for the pieces they possess.Ben Cherington needs to rebuild the outfield. He might stack up a couple more pitching prospects to poise the Sox for a big trade down the road. Jon Lester could fetch a big price and a big name prospect if he is dealt. Either way, it looks like the wheels are in motion to prepare for the future.