The Best Win-Win Trades in MLB History

We usually hear all about the biggest lopsided trades when it comes to sports. What about the trades where both sides came out better for it?

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00:00 Introduction
00:57 Adames for Rasmussen
03:02 Beckett for Hanley
05:31 Fulmer for Cespedes
07:12 Haren for Corbin
09:21 Brown for Lee
11:25 Today's Sponsor

Music (in order):

#mlb #padres #jomboy

[JollyOlive]

Maybe we do the biggest lose-lose trades next?

[scottbaldwin]

It was actually the Padres second pennant, they won it in ‘84, but lost to the Tigers in the WS.

[jamesesterline]

10:07 It was actually the Padres' second pennant, they previously won the pennant in 1984

[Publiclighthouse]

The odd thing about Kevin Brown is that he had no intention of playing baseball. Though he was a star pitcher in high school, he didn’t plan on playing when he went to Georgetown but rather focus on majoring in engineering. When the college baseball coach found out how good he was prior, he approached him several times about trying out. After being rebuffed, Brown eventually relented. He was a prickly personality but very talented.

[MichaelDanger]

Loved Adames when he was in Tampa Bay and glad to see him get his roses up in Milwaukee

[Kurtle]

Guardians and Mets trade as of right now seems like a win-win. The mets received Francisco Lindor and Carlos Carrasco which lindor has obviously been good but carrasco has been decent, and the Guardians received Gimenez, Rosario, and 2 other players that havent played for the Guardians yet but Gimenez has been great winning a gold glove hitting about .300 and 20 home runs last season and even finishing 6th for AL MVP last season and Amed Rosario has done really good as well and he got that nice speed and since 2021 Rosario has most triples and most games going 4/4 or better. I feel like the guardians actually won this trade but I typed all of this down and im not deleting it

[PpP-drod]

The 2 trades that came to mind for me aren't particularly even in terms of WAR, but I think they accomplished the goals of both teams.

-Phillies trading a package including Michael Bourn in exchange for Brad Lidge. Phillies don't win a WS w/out Lidge, but the Astros multiple 5+ WAR seasons from a gold glove CF, and even a good season from a reliever in the deal.

-Mariners trade Randy Johnson to avoid paying him over injury concerns to the Astros for Freddy Garcia, Jon Halama, and Carlos Guillen. Neither side gets what Johnson does in Arizona, but Houston gets a historically great half season and Seattle gets 2 key pieces for their franchise's best season.

[Tyrunner]

Even if it was for a half-season rental, the Brewers trade for CC Sabathia was actually a win-win. CC got the Brewers into the 2008 playoffs, and Cleveland, even though the big prize of the trade, Matt LaPorta, was a bust, the 'player to be named later' would be Michael Brantley, who was a big part of Cleveland making the World Series in 2016.

[thedude]

New York trading Ahmed Rosario and Andres Gimenez for Francisco Lindor and Carlos Carrasco

[DT-xwrr]

Win-win trade: Zach Greinke to Milwaukee in 2011 (?). Royals got Lorenzo Cain and Alcides Escobar, who would play a huge role in their 2014-15 run, and Brewers got Greinke as their ace

[pennyln]

The Chapman trade has to be up here. The cubs got Chapman which if they didn’t get him they likely wouldn’t have won the World Series. And the Yankees got gleyber torres aswell as other players. They also got Chapman back in the offseason

[jacobbroene]

I would have inluded the three team trade that sent Ian kennedy to the diamondbacks, granderson to the yankees and scherzer to the tigers

[warface]

in my opinion, the DBacks/Marlins trade is a win/not lose. Jazz is solid, but Gallen is a bonafide ace. I bet Miami would rather have Gallen going forward

[kiefdemon]

I hear the name Derek Lee and my heart starts racing and the kid in me gets so excited. Took me back.

[Garrettcubed]

You always hear that if you win a world series it doesn't matter how much you give away. I would be interested in some lopsided trades that gave a team a world series. As a white sox fan the Adam Eaton and Chris Sale trades stand out to me.

[HaydenP]

Mariners trading Ketel Marte and Taijuan Walker to the Diamondbacks for Mitch Haniger, Jean Segura, and Zac Curtis worked out pretty well for both sides

[JordanRunge]

The Brewers also received Trevor Richards who we flipped for our starting 1st baseman Rowdy Tellez

[sliver]

I can name three, Joc Pederson, Eddie Rosario, and Jorge Soler for the 2021 Atlanta Braves, Joc was the man for the NLDS, Eddie - MVP for the NLCS, and Jorge MVP for the World Series - and he hit the Moon shot that flew over the train tracks in game 6 that won it all for them

[ryangale]

First win-win trade that came to mind for me was back in 09: Matt Joyce for Edwin Jackson. Both teams pretty much got exactly what they wanted out of that deal: the Rays got 10 WAR over parts of 6 seasons from a solidly league average starting OF on a team that struggled with offense (and even had an All Star 3+ WAR season in there), and while the Tigers only held onto Jackson for one year, they got the best season of his career (a nice 4ish WAR season in 09), then flipped him for, among others, Max Scherzer and Austin Jackson, who were key parts of their mid 2010s run of success. Have to think both sides came away feeling pretty good about those deals when it was all said and done.

[isaacbeynon]

This was a fire video! I feel like looking at some of those super lop-sided trades would be fun/heartbreaking too - as a D-Backs fan I still can't believe the Dansby Swanson/Shelby Miller trade...