Monty Williams and the Detroit Pistons are currently digging a deep trench in the NBA's record books. With a dismal 2-27 record and a 26-game losing streak under Williams, the Pistons are not just struggling, they're rewriting history in the worst way possible. While their season still holds possibilities for improvement, the current situation brings to mind some of the most unfortunate coaches and their abysmal records in NBA history.

Here's a look at the five worst NBA coaches in terms of regular-season winning percentage, among those who have coached at least 82 games:

5. Gar Heard: This Georgia-born coach holds the fifth-worst record, accumulating only 23 wins in 97 games with the Dallas Mavericks and Washington Wizards, resulting in a meager .237 winning percentage.

4. Leonard Hamilton: Hamilton's one-season stint with the Washington Wizards wasn't exactly sunshine and rainbows. He managed only 19 wins in 82 games, leaving behind a .232 winning percentage before finding success in college basketball at Florida State.

3. Dick Harter: Harter's career spanned 1983 to 2010, encompassing various assistant coaching roles and the unfortunate distinction of being the first head coach of the Charlotte Bobcats. His 28 wins in 122 games as head coach, primarily with the Bobcats, translate to a .230 winning percentage, making him a candidate for the "Worst First Coach" title.

2. Brian Winters: Winters' coaching odyssey involved the Vancouver Grizzlies, Golden State Warriors, and a whole lot of losses. He racked up a dismal 36 wins in 184 games, a .196 winning percentage, making him a prime contender for the "Shortest-Lived Coaching Stint" award.

1. Bill Hanzlik: And the dubious honor of the worst winning percentage goes to… Bill Hanzlik! His one season with the Denver Nuggets in 1997-98 was a masterclass in losing, with an 11-71 record and a .134 winning percentage. Hanzlik, it seems, had more success as a player for the Nuggets (1982-1990) than he did as their coach.

While Monty Williams' current struggles are undeniable, it's important to remember that a season can be a rollercoaster. With time, improved roster construction, and a bit of luck, the Pistons could climb out of their current pit. However, the aforementioned coaches serve as a chilling reminder of the ever-present possibility of basketball purgatory, where even the best intentions and talented players can get swallowed by the quicksand of losing.