The NBA landscape is ever-changing, with team transactions often overshadowing the actual games. Recent championship teams like the Oklahoma City Thunder and Boston Celtics made strategic trades that proved crucial, while poor decisions have marred others. This article takes a deep dive into each NBA team's worst decision of the 2020s, examining trades, signings, and draft picks that have had lasting impacts.

The Cleveland Cavaliers erred by not extending Isaiah Hartenstein's qualifying offer, a move that allowed him to thrive elsewhere after a promising stint in Cleveland. Similarly, the Indiana Pacers' brief foray with Nate Bjorkgren as head coach set the team back, while the New York Knicks regret signing Evan Fournier to a lengthy contract after his performance dipped. Other teams, such as the Portland Trail Blazers, face consequences from costly player re-signings, and the Utah Jazz missed opportunities in not trading Lauri Markkanen when his value was highest.