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.