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The 15 Worst Management Mistakes In Detroit Pistons History

The Detroit Pistons have a storied and illustrious history that began back in 1948. They are one of the six active NBA teams who were a part of the Basketball Association of America (BAA) which was the predecessor to the NBA. Over the past 69 seasons they’ve claimed three NBA titles and have boasted some of the most memorable and iconic players in NBA history: Isiah, Rodman, Big Ben and Mr. Big Shot.

However, all of that success and star power hasn’t precluded the franchise from making some boneheaded decisions over the years. From bumbling free agency moves to head-scratching draft picks *cough* Darko; the Pistons have often left their fans in a state of bewilderment. No franchise is perfect when it comes to management decisions; but, perhaps, none have also made questionable moves year after year (and decade after decade) quite like the Pistons have.

We’ll take a look at some of these decisions (we could honestly have made a list of 50 and still had some left over). You’ll notice a recurring theme as there’s a Hall of Fame Piston player and former executive who is responsible for many of these moves. But hey, Piston fans, things could have been a lot worse: you could have had Isiah Thomas running this franchise into the ground instead of the Knicks! Nonetheless, here are the 15 worst management mistakes in Detroit Pistons history.

15 Lowballed Allan Houston Which Led Him To Sign With The Knicks

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In the summer of 1996, Allan Houston was a 25-year-old SG who had just averaged 20 PPG and finished 5th in the NBA in made three-pointers. It seemed like a foregone conclusion that the Pistons would sign Houston, an impending free agent, to a long-term deal to complement Grant Hill. Five teams, including Detroit, offered Houston a contract that summer and the Pistons’ offer was…wait for it…the lowest of the offers. The Pistons offered Houston $30 million while the Knicks offered $56 million and you can guess which offer Houston went with. (BTW, the difference between those two offers would be about $46 million in today’s age with inflation.)

14 Traded Ricky Pierce To The Clippers

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Pierce was a 1st round pick by the Pistons in 1982 but only lasted 39 games with the team before being shipped to the Clippers. With the Clippers, and later with a host of other teams, Pierce would then become the NBA’s best 6th man over the next 15 seasons. Pierce twice averaged 20+ PPG, off the bench, and became the first player to start fewer than 10 games in a season yet still make an All-Star team. When Pierce retired in 1998, he had scored more points as a reserve than any player in NBA history outside of Steph Curry’s daddy.

13 Traded Two 1st Round Picks For Stacey Augmon And Grant Long

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12 Left Rick Mahorn Unprotected In Expansion Draft

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If you watched the 30 for 30 “Bad Boys” then you should remember Isiah Thomas saying that those late 80s championship-winning Pistons were, essentially, a 9-man team. One of those nine men was Rick Mahorn who wasn’t a star, but was a valuable role player who helped set the identity, and culture, of those Pistons teams. In 1989 GM Jack McCloskey left Mahorn unprotected in the upcoming NBA expansion draft and the fledgling Minnesota Timberwolves scooped him up just 48 hours after winning an NBA title. The Pistons were devastated and McCloskey even tried to re-acquire Mahorn during the team’s victory parade through the streets of Detroit!

11 Waiving Bob McAdoo

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10 Letting Chuck Daly Leave As Head Coach

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9 Signing Charlie Villanueva And Ben Gordon To $95.7 Million

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After letting Allen Iverson and Rasheed Wallace walk in free agency, the Pistons had gobbles of cap space to play around with. So what did they do with this nearly $100 million in cap money? They used damn-near all of it on the likes of Charlie Villanueva and Ben Gordon: two offense-only players who weren’t even full-time starters on their previous teams. Perhaps the most puzzling thing about these deals was that they were completed on the first day of free agency! These weren’t the third or fourth options for GM Joe Dumars; these were his dual Plan A’s!

8 Drafting But Not Signing Randy Smith In 1970

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The Pistons drafted a total of 16 players in the 1970 Draft but just three would ever play a game in the NBA. All three would become multi-time All-Stars, two would become Hall of Famers…but just one would actually play a game with the Pistons! Bob Lanier was the #1 overall pick in that draft and he spent a decade of his Hall of Fame career in Detroit. Dan Issel was the team’s 8th round pick but he elected to join the ABA before embarking on a Hall of Fame career with the Denver Nuggets. Randy Smith was picked in the 14th round by Detroit but couldn’t agree on contract terms with the Pistons and went back to college for one more season (which was allowed at the time).

7 Releasing Larry Brown From His Contract

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In two years as coach of the Pistons, all Larry Brown did was go to back-to-back NBA Finals, defeat the heavily-favored Lakers in one, and push the Spurs to seven games in the other. He got a team without a superstar to win an NBA championship when many so-called pundits thought you needed multiple stars for that to happen. So how did the Pistons reward Brown in 2005? Instead of redoing a contract that he had vastly outperformed, the Pistons bought out Brown which enabled him to sign with another team, the New York Knicks.

6 Signing Josh Smith

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As soon as Josh Smith inked a $54 million contract with the Pistons in the summer of 2013, EVERYONE knew it was a bad basketball fit for J-Smoove. The Pistons already had 2/3 of their frontline of the future, and present, with Greg Monroe and Andre Drummond. Somehow, Dumars thought that Smith, a power forward, could easily convert to a small forward and play on the perimeter. Smith was a square peg in a round hole from the start and never found his groove in Detroit. We’re talking about a player who is, statistically, the 3rd worst three-point shooter of all time being asked to play out in space. Smith wouldn’t even last two seasons in Detroit and would be cut 28 games into the following season.

5 Trading Chauncey Billups For Allen Iverson

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After advancing to six straight Eastern Conference Finals, Joe Dumars thought his team had plateaued and decided to shake things up. Thus, two games into the 2008-09 season, Dumars shipped Billups to Denver for Allen Iverson who finished fourth in the NBA in scoring the season before. This move entirely wrecked the Pistons culture as this was a team who preached “team” and whose whole was greater than the sum of its parts. While Iverson is a Hall of Famer and a transcendent talent; he’s not exactly a team-first player which is what you need at the point guard position (Charles Barkley even gave him the nickname “Me, myself, and I-verson”).

4 Trading Away Dennis Rodman

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Dennis Rodman needed a new beginning in more than one way and his ticket out of Detroit was required for that to happen. He was the one who actually requested a trade so I don’t fault the Pistons for sending him to San Antonio. However, I do fault the team for what they got in return: one year of Sean Elliott. Elliott (who would rejoin the Spurs a year later) was a nice player but Rodman was the game’s best defensive player AND rebounder! He was a two-time Defensive Player of the Year who was coming off back-to-back rebounding titles. Imagine if Kawhi Leonard was grabbing 18 boards per game: that was Rodman on the defensive end in the early 1990s.

3 Drafting Jimmy Walker #1 Overall Over Walt Frazier And Earl Monroe

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You want to know how the Pistons went 13 years in between postseason series victories during the 1960s and 1970s? By making incompetent moves like they did in the 1967 NBA Draft. They held the #1 overall pick and desperately needed a guard. Staring at them were two sure-fire stars: Earl Monroe and Walt Frazier. Monroe averaged 41.5 PPG as a senior at Winston-Salem and Frazier put up 18 PPG and 12 RPG as a senior at SIU (had the school tracked assists, Frazier may have averaged a triple double!)

So who do the Pistons decide to grab?

2 Playing Grant Hill On A Bum Ankle

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We all know the story about Grant Hill’s injury woes that followed him from Detroit to Orlando; but in recent years Hill has shed some light as to why the ankle injuries happened in the first place. What the Pistons’ team doctors labeled as a “bone bruise” was actually a broken ankle that Hill tried to play on during the team’s playoff run in 2000. Remember Isiah Thomas hobbling around vs. the Lakers in the Finals? That was the standard set by the players and certain higher-ups within the Pistons’ organization wanted Grant Hill (ON A BROKEN ANKLE!!) to live up to that standard.

1 Drafting Darko Milicic in 2003

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Let’s go back and look at the reason why Joe Dumars took Darko #2 overall in 2003. The Pistons already had their small forward of the future in Tayshaun Prince so Dumars thought drafting Carmelo Anthony (picked 3rd) would have been a redundant pick. Okay, so what about PF Chris Bosh (picked 4th) or SG Dwyane Wade (picked 5th)? Or what about any of the other five future All-Stars picked outside of the top 5? The Pistons would go on to win the NBA title in that season, but that could have been the first of who knows how many titles had Dumars just gone with the best available player.

Darko played just over 500 minutes as a Piston in two-and-a-half years before being traded and embarking on a journeyman career. This decision was undoubtedly the worst in franchise history and 14 years later the Pistons still haven’t truly recovered.

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The 15 Worst Management Mistakes In Detroit Pistons History