Worst Red Sox deadline trade

[Sox 42]

Since I am a proponent of trading at this deadline, my fear is making a bad deal.  The worst Red Sox deadline trade in my baseball memory is Jeff Bagwell for relief pitcher Larry Anderson from the Astros.  The Babe was well before my time!  

[mvp 78]

5 minutes ago, Sox 42 said:

Since I am a proponent of trading at this deadline, my fear is making a bad deal.  The worst Red Sox deadline trade in my baseball memory is Jeff Bagwell for relief pitcher Larry Anderson from the Astros.  The Babe was well before my time!  

Ruth was moved in the offseason. 

According to the guy I bought my last mattress from, the trade was Jeff Bagwell for Phil Plantier. I was so confused as to where he came up with that nonsense. He said his family used to nanny for someone in the Bagwell family or something. At least the mattress has worked out ok so far (Prana, FYI). 

[mvp 78]

Also, Happy Birthday to Sox legends: Nomar Garciaparra, Ray Scarborough, Strick Shofner, Matt Hall and Chase Meidroth. 

[Duran Is The Man]

48 minutes ago, Sox 42 said:

Since I am a proponent of trading at this deadline, my fear is making a bad deal.  The worst Red Sox deadline trade in my baseball memory is Jeff Bagwell for relief pitcher Larry Anderson from the Astros.  The Babe was well before my time!  

the Sox have a history of making really, really bad trades. so, no telling how they screw it up this week.

[notin]

22 minutes ago, Duran Is The Man said:

the Sox have a history of making really, really bad trades. so, no telling how they screw it up this week.

Every team that makes trades makes bad trades at some point.

The trading deadline hasn’t been too bad for Boston.  Bagwell for Andersen was 35 years ago.  What’s the worst one since?

[Bellhorn04]

Schilling and Anderson for Boddicker, 1988.

[harmony]

37 minutes ago, notin said:

Every team that makes trades makes bad trades at some point.

The trading deadline hasn’t been too bad for Boston.  Bagwell for Andersen was 35 years ago.  What’s the worst one since?

Jamie Moyer to Seattle for Darren Bragg at the 1996 trade deadline?

Moyer posted 34.2 bWAR in 11 seasons with the Mariners while Bragg posted 6.2 bWAR in three seasons with the Red Sox.

[illinoisredsox]

50 minutes ago, Bellhorn04 said:

Schilling and Anderson for Boddicker, 1988.

Disagree.  Boddicker helped the Sox to 2 division titles in 1988 and 1990.  
 

Schilling didn’t become the pitcher we remember until he got to the Phillies in 1992 and really didn’t hit his stride until 1997.  Would he have developed in the same way in the Sox organization?  Who knows.

Anderson didn’t do much for the O’s until 1992.

[SPLENDIDSPLINTER]

2 hours ago, Duran Is The Man said:

the Sox have a history of making really, really bad trades. so, no telling how they screw it up this week.

The Babe wasn't traded; he was sold.

[Bellhorn04]

21 minutes ago, illinoisredsox said:

Disagree.  Boddicker helped the Sox to 2 division titles in 1988 and 1990.  
 

Schilling didn’t become the pitcher we remember until he got to the Phillies in 1992 and really didn’t hit his stride until 1997.  Would he have developed in the same way in the Sox organization?  Who knows.

Anderson didn’t do much for the O’s until 1992.

Yeah, you're right.  It was really hard to think of any besides Bagwell.  The Sox bad trades have been in the offseasons.

[Sox 42]

22 minutes ago, SPLENDIDSPLINTER said:

The Babe wasn't traded; he was sold.

But if the play was a success could it have been considered a good sale (LOL)?

[SPLENDIDSPLINTER]

10 minutes ago, Sox 42 said:

But if the play was a success could it have been considered a good sale (LOL)?

No No Nanette, er, I mean Sox 42.

 

[notin]

2 hours ago, Bellhorn04 said:

Schilling and Anderson for Boddicker, 1988.

Why? 
 

The Sox gave up two players who turned out good, but Boddicker was 39-22 for Boston with 11.4 bWAR in 2+ seasons.  Anderson WS worth 1.7 bWAR over the next 3 seasons and Schilling was worth 0.2 bWAR over the next 4…

 

[notin]

3 hours ago, harmony said:

Jamie Moyer to Seattle for Darren Bragg at the 1996 trade deadline?

Moyer posted 34.2 bWAR in 11 seasons with the Mariners while Bragg posted 6.2 bWAR in three seasons with the Red Sox.

July 30, 1996

[Bellhorn04]

9 hours ago, notin said:

Why? 
 

The Sox gave up two players who turned out good, but Boddicker was 39-22 for Boston with 11.4 bWAR in 2+ seasons.  Anderson WS worth 1.7 bWAR over the next 3 seasons and Schilling was worth 0.2 bWAR over the next 4…

 

I already conceded the point once.

[5GoldGlovesOF,75]

Maybe the worst post-Bagwell was Eric Gagne in 2007 for three players to Texas. He was a heart attack reliever down the stretch with a negative WAR, but the Sox still won rings despite the deal.

Outfielder David Murphy, who the Ranger got in the swap, had a solid career, posting 10 WAR in 10 years.

[Bellhorn04]

1 hour ago, 5GoldGlovesOF,75 said:

Maybe the worst post-Bagwell was Eric Gagne in 2007 for three players to Texas. He was a heart attack reliever down the stretch with a negative WAR, but the Sox still won rings despite the deal.

Outfielder David Murphy, who the Ranger got in the swap, had a solid career, posting 10 WAR in 10 years.

Gagne was dreadful but he did at least pitch some innings that might have gone to Papelbon or Okajima so there may have been some benefit.  It was a logical move and they won the ring so I've never faulted Theo for that one.

[mvp 78]

14 hours ago, Bellhorn04 said:

Schilling and Anderson for Boddicker, 1988.

That trade worked out for both teams. Sox needed an experienced starter and the O's needed young talent. Boddicker contributed to two playoff runs (9.1 fWAR, 11.4 bWAR) in his 2.5 years with the Sox. 

Schilling didn't become a very good starter until '92 and had already been moved from the O's to HOU to PHI. 

[mvp 78]

1 hour ago, 5GoldGlovesOF,75 said:

Maybe the worst post-Bagwell was Eric Gagne in 2007 for three players to Texas. He was a heart attack reliever down the stretch with a negative WAR, but the Sox still won rings despite the deal.

Outfielder David Murphy, who the Ranger got in the swap, had a solid career, posting 10 WAR in 10 years.

Murphy really wouldn't have had a starting role until 2010. He probably would have been dealt at some point just like Josh Reddick was. They used to manage the OF roster crunch by dealing players. 

[Bellhorn04]

10 minutes ago, mvp 78 said:

That trade worked out for both teams. Sox needed an experienced starter and the O's needed young talent. Boddicker contributed to two playoff runs (9.1 fWAR, 11.4 bWAR) in his 2.5 years with the Sox. 

Schilling didn't become a very good starter until '92 and had already been moved from the O's to HOU to PHI. 

OK, this is the third response so now I'm going to pivot.  Boddicker chocked in Game 3 of the 1988 ALCS and that impaired my opinion of him.  I was expecting him to be Johnny Clutch for us in that game and he got lit up. 😛

[mvp 78]

6 minutes ago, Bellhorn04 said:

OK, this is the third response so now I'm going to pivot.  Boddicker chocked in Game 3 of the 1988 ALCS and that impaired my opinion of him.  I was expecting him to be Johnny Clutch for us in that game and he got lit up. 😛

I didn't mean to pile on. I just read from oldest response to new and respond as I go. 🥺

[Bellhorn04]

9 minutes ago, mvp 78 said:

I didn't mean to pile on. I just read from oldest response to new and respond as I go. 🥺

I could see this thread was going to have a dearth of material so I threw one out there that I knew was questionable. 😉

[mvp 78]

Here's one:

2014: Rich Hill to LAA for Cash

He wasn't SP Rich Hill yet, but it was around the time that he was looking to transition.

[5GoldGlovesOF,75]

1 minute ago, mvp 78 said:

Here's one:

2014: Rich Hill to LAA for Cash

He wasn't SP Rich Hill yet, but it was around the time that he was looking to transition.

That was over a decade ago -- Hill was only 55 that year! (or maybe that was his fastball)

[Bellhorn04]

Lackey for Kelly and Craig was a dubious trade, but Kelly pitched great in the 2018 postseason.

[mvp 78]

1 minute ago, Bellhorn04 said:

Lackey for Kelly and Craig was a dubious trade, but Kelly pitched great in the 2018 postseason.

Kelly was good for such a small amount of time, but he gets bonus points for fighting. Still a bad trade. Craig was awful. 

[notin]

It’s really hard to think of actual bad deadline moves made by the Sox recently.  Moyer for Bragg back in 1996 was the last bad one.  Since then we have what? Santiago Espinal for Steve Pearce? Was it really a bad trade? Espinal has had a good career, but we did deal him for a WS MVP, which is kind of the whole point with deadline deals.  Beyond that, maybe the worst one was Ty Buttrey for Ian Kinsler, but at worst that one grades out as “inconsequential“…

[notin]

39 minutes ago, Bellhorn04 said:

Lackey for Kelly and Craig was a dubious trade, but Kelly pitched great in the 2018 postseason.

Lackey for Kelly and Craig was a stupid trade.  I’m not giving Cherington credit because Kelly had a good stretch several years later.

The Sox were out of it, so they dealt Lackey (who had a full season at minimum wage left) for two veteran players? And then Cherington dealt Lester for Yoenes Cespedes (whose contract made him ineligible for arbitration and went directly to free agency).  
 

What was Cherington thinking? Possibly the worst mismanagement of trade deadline assets in MLB history.  Even Bloom’s inactivity made more sense…

[Hugh2]

While certainly not the worse deadline trade but one of the most disappointing ones in my mind is the Eric Gagne trade. 

I thought the Sox were going to have just an absolute LIGHTS OUT bullpen between him and Paps and he literally laid a complete egg the moment he arrived in Boston. 

the trade didn't hurt them that much.  The best piece the ended up giving up in that deal was David Murphy, who had a few good seasons but was never great or had a prolonged career.  He was a career BWar 9.9

[Hugh2]

1 hour ago, Bellhorn04 said:

Gagne was dreadful but he did at least pitch some innings that might have gone to Papelbon or Okajima so there may have been some benefit.  It was a logical move and they won the ring so I've never faulted Theo for that one.

The Dude had a 6.75 ERA here giving up 26 hits in 18.2 innings.  They easily could have found someone else to give those innings too. 

I agree it was the logical move at the time, I picked this trade for my answer because I was disappointed.  I was disappointed because I expected so much more out of him