The Detroit Pistons last won a playoff game on May 26, 2008, against the Boston Celtics in the Eastern Conference finals. Since then, they have been on a 14-game playoff losing streak, the longest in NBA history and the longest active streak in major American professional sports.
Despite making the playoffs in 2016, 2019, and 2021, the Pistons were unable to secure a win, falling to the top-seeded teams each time. Their most recent playoff appearance in 2019 ended in a sweep by the Milwaukee Bucks, extending their historic losing streak. The Pistons aim to break this streak as they face the New York Knicks in the first round of the playoffs, with Game 1 scheduled at Madison Square Garden.