#2 Minnesota Timberwolves
Win-Loss Record: 288-516 (35.83%)
The Minnesota Timberwolves have the worst all-time record in the whole league, and this past decade wasn't much better.
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To start off, in the 2009 NBA Draft, they infamously drafted two point guards ahead of Stephen Curry. Yes, Stephen Curry! They drafted Ricky Rubio with their 5th pick (understandable because he had proven himself in Europe) and Johnny Flynn at 6th. They also had two more picks in the first round and two picks in the second round that didn't turn out great for them. In a draft where they could’ve chosen among Curry, DeRozan, Jrue, Teague, Collison, Gibson, Carroll, Beverley and Mills to name some, they chose...poorly.
This, however wouldn't be the last time they drafted badly. In the following year, they drafted Wesley Johnson at 4th, ahead of players like Cousins, Hayward, PG, and Bledsoe. In 2011, they drafted Derrick Williams with the 2nd pick—ahead of Valančiūnas, Kemba, Klay, the Morris twins, Kawhi, Vučević, Tobias, and Butler. In 2013, they had the 9th pick and drafted Trey Burke. This was the year where they could've gotten McCollum, Steven Adams, Antetokounmpo, Schröder, and Gobert. In 2014, they traded away Love and got the first pick, which they used in drafting Andrew Wiggins, who has yet to prove that he deserves that atrocious contract of his. This was a draft class with Embiid, Aaron Gordon, Smart, Randle, Gary Harris, Bogdanović, and Jokić. They did pick Zach LaVine at 13th, which wasn't bad at all, so there's that.
In 2016, Minnesota drafted Kris Dunn with their 5th pick. Yes, he's been great defensively for the Bulls this season, but this was a year where they could've gottn Buddy Hield, Jamal Murray, Sabonis, LeVert, Siakam, and Brogdon.
Their worst seasons this past 10 years were in 2009-10 where they only won 15 games, in 2010-11 with 17 games, and the 2014-15 seaosn where they only won 16 games. They may have squeaked into the playoffs in 2018 when they had Jimmy Butler, but that was the only season where they won over 40 games in the past decade. And by the looks of it, this season probably won’t be any better.
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