The top 5 trades in Milwaukee Bucks history

With the upcoming trade deadline looming, there have been some historic trades that the Milwaukee Bucks have made. In some cases, it had a direct role in the two championships they won. In others, they were able to bring in some of the greatest players in NBA history.

5) Damian Lillard

In the 2023 offseason, the Bucks were involved in a three-team deal that brought in one of the 75 greatest players ever. Bringing one of the premier scorers is always a move that needs to be celebrated. He’s only played a season and a half, and he’s already recorded four 40-point games. There is still plenty of time for him to move higher on the list. 

4) Jrue Holiday

In the 2020 offseason, the Bucks initiated another complex trade package that involved four teams. They did what was necessary to bring in one of the greatest two-way players in the league. In his three seasons with the Bucks, he was selected to the All-NBA Defensive team three times and was an all-star in 2023. He was such a valuable piece for the 2021 championship team.

3) Khris Middleton

I’m willing to bet you didn’t know where you were when this trade took place. No one could have predicted that he would end up becoming one of the most accomplished players in franchise history. In the 2013 offseason, he was traded by the Detroit Pistons for Brandon Jennings. Nearly 12 years later, he has the third most points and assists in Bucks history. 

2) Terry Cummings, Ricky Pierce, and Craig Hodges

This trade brought some controversy. They traded away one of the cities favorite players. Marques Johnson was sent to the Clippers along with Junior Bridgeman, and Harvey Catchings. However, it didn’t take long for the city to fall in love with the players that were brought in. Terry Cummings remains one of the greatest power forwards the Bucks ever had, and Ricky Pierce gets my vote for the team’s greatest sixth man ever.

1)Oscar Robertson

All it took was Charlie Paulk and Flynn Robinson to acquire the greatest point guard up to that point. He immediately made an impact, and the 1971 Milwaukee Bucks had one of the most dominant seasons from start to finish. They broke a multitude of records from an offensive standpoint, and Oscar was a big reason why. Even in the late stages of his career, he was the best floor general a team could hope to have. 

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