Eric Karros to the Cubs
Eric Karros was well past his prime in 2002 when this move went down. Karros won the NL Rookie of the Year award in 1992 and was a consistent source of offense in the Dodgers' lineup for almost a decade after that, but he was on the decline when he was sent to the Cubs during the 2002 offseason along with Mark Grudzielanek for catcher Todd Hundley.
While Karros was perfectly serviceable with the Cubs and Grudzielanek was downright good in Chicago, the bigger issue was the return. The Dodgers had a weird fascination with Hundley as this was the second time LA traded for him (the first time didn't go particularly well, either). What did LA get from Hundley's second stint with the team? 21 games with a .735 OPS and two homers. Hundley would not play another game after the 2003 season.
Dave Stewart to the Rangers
Dave Stewart is probably best remembered for his time with the Oakland Athletics in the late 1980s when he finished in the top four of the AL Cy Young voting, but he actually started his career with the Dodgers earlier in the decade (mostly out of the the bullpen).
Stewart took a while to reach his peak, but he ended up being a dominant force on the mound. The Dodgers' return? Rick Honeycutt who was decidedly mid for a few seasons for LA before the Dodgers shipped him out after he went 2-12 with a 4.59 ERA in 1987.
Henry Rodriguez to the Expos
Some of you out there may remember the phenomenon that was "O' Henry" in the mid 90s, but Henry Rodriguez was a hot commodity when he came out of almost nowhere to hit 36 homers in 1996 and put together a string of decent seasons after that.
Well, he started his career with the Dodgers and he clearly wasn't in their plans as they traded him in 1995 along with Jeff Treadway to the Expos for Roberto Kelly and Joey Eischen. If you don't remember either of them, we wouldn't blame you.
Jose Offerman to the Royals
Once Jose Offerman made an All-Star team in 1995, the Dodgers may have felt that they were selling high when they traded him to the Royals for reliever Billy Brewer. Unfortunately for the Dodgers, Offerman would go on to continue to improve with the Royals, which included a 5.3 rWAR season in 1998 and another All-Star Game appearance for Boston the next season.
As for Brewer, he never played in the big leagues for the Dodgers and was traded away in 1996 to the Yankees. He would go on to play for a short time in Oakland and finish out his career with three meh-to-bad seasons with the Phillies. Definitely not the return you want for a talent like Offerman.