Phillies: 3 trades where Dave Dombrowski screwed up, 3 where he was a genius

The Philadelphia Phillies' president of baseball operations Dave Dombrowski has a long history of making very aggressive trades regardless of the time of year and being willing to commit big-time dollars to keep stars in the fold. While this has often meant that Dombrowski has often left organizations with bare farm systems and challenging contracts on their books, it is hard to deny the results he has gotten in his career with several different organizations.

While Dombrowski got his first general manager job with the Montreal Expos way back in 1988, it was his time as the Marlins' general manager where he began to garner a reputation as a guy that targeted big names to try and win championships quickly. The strategy has been successful as he has two World Series rings from 1997 and 2018 along with several other deep playoff runs.

With as many big swings as Dombrowski has taken (and will take), there are going to be some absolute banger trades as well as some that will make fanbases wince just at the mention of them. With the trade deadline coming up, lets take a look at the best and worst Dave Dombrowski trades.

Here are the best and worst trades of Dave Dombrowski's career

You won't see any Phillies trades on this list because 1) the bar for making this list is very high in either direction and 2) Dombrowski hasn't really been in Philly long enough to judge his trades too much. Some of these trades look great/terrible just with the benefit of hindsight while others were just objectively awesome/horrifying even at the time. We are just judging based on the results here, but will mention the thought process where it makes sense.

Anyways, lets get on to the best and worst trades of Dave Dombrowski's career.

The trade for Miguel Cabrera is a career highlight for Dave Dombrowski

When the Detroit Tigers hired Dave Dombrowski, they were looking to swing for the fences in order to finally bring a World Series title back to Detroit. After a few years of rebuilding what was a truly terrible roster when he got there, Dombrowski swung a huge trade with the Marlins where he acquired future Hall of Famer Miguel Cabrera along with Dontrelle Willis for Cameron Maybin, Andrew Miller, Eulogio De La Cruz, Mike Rabelo, Burke Badenhop, and Dallas Trahern.

In fairness to the Marlins, there were some good players in this deal. Cameron Maybin was a very highly regarded young player at the time and ended up putting together a 15 year career in the majors. Andrew Miller took a while to get going, but ended up making two All-Star teams as a reliever. Neither did much with the Marlins, sadly.

Willis was decidedly not good in Detroit and never did regain the form he had early in his career with the Marlins, but the star of this trade was clearly Miggy. Sure, he is a shadow of his former self these days and the Tigers certainly shouldn't have given him the contract he is currently on, but Cabrera also won two MVP awards, a Triple Crown, and a slew of All-Star Game appearances in a Tigers uniform. That is a win.

Dave Dombrowski probably wishes he could take the Randy Johnson trade back

While Dombrowski is best known for his time with the Tigers, Red Sox, and Phillies, most people may not be aware that he got his start as a GM with the Montreal Expos in the late 80's. Dombrowski was the youngest GM in the league and during this time, he still was looking to make splashes and Mark Langston was one of the better pitchers available on the trade market at the time. So in 1989, the Expos swung a trade for Langston and Mike Campbell by sending Brian Holman, Gene Harris, and a young pitcher by the name of Randy Johnson to the Mariners.

Yeah, that Randy Johnson. Johnson famously took several years to be able to throw strikes consistently including his time with the Mariners. However, once he DID figure things out, he became one of the best pitchers of his generation (and certainly the most feared) that culminated in his induction into Cooperstown. We can't necessarily blame Dombrowski for making the move, but woof does this one look rough with the benefit of hindsight.

Trading for Max Scherzer was a huge win for Dombrowski

Back to Dombrowski's time with the Tigers, the Tigers were right in the middle of their big push to contend and they needed some pitching. So, Dombrowski was able to swing a three team deal with the Yankees and Diamondbacks that sent Curtis Granderson and Edwin Jackson to the Diamondbacks, but netted Max Scherzer and Austin Jackson in return.

Again, the Tigers gave up some good players here. Jackson hung around the league seemingly forever as a serviceable starting pitcher for basically every team in the league at some point. Curtis Granderson put together a couple really good seasons with the Yankees and was a very solid player for a long time.

Austin Jackson was decent enough and saved the Tigers some cash since Granderson was getting pricey when Detroit moved him. As for Scherzer, he was pretty good his first couple of seasons in Detroit, but he took off in 2012 and in 2013, he won his first Cy Young Award. All told, Scherzer made 161 starts for the Tigers with a 3.52 ERA and 1081 strikeouts in 1013 innings. He has since gone on to be one of the best pitchers of this generation and is a mortal lock for the Hall of Fame once he decides to call it quits.

We have no idea what Dombrowski was thinking when he traded Eugenio Suarez for Alfredo Simon

Some trades are just bad with the benefit of hindsight, but others were bad ideas at the time and then aged like milk. The Tigers were in need of starting pitching before the 2015 season and the Tigers had a glut of young infield prospects at the time. So, to shore things up, he decided on making a trade with the Reds for Alfredo Simon that cost them Jonathan Crawford and Eugenio Suarez.

Losing Suarez was rough even with all of the young talent the Tigers had at the time. Suarez was one of the better hitters in the league from 2017-2019 with the Reds. However, this deal was still a bad idea at the time because Simon was an off the field disaster. He had involuntary manslaughter charges against him from 2011 and before the trade in 2014, he was sued for allegedly raping a woman in Washington DC. Simon ended up posting a 5.05 ERA with the Tigers that season and was in indy ball a year after that.