5 Worst trades made by the Philadelphia 76ers in the 21st century

The Philadelphia 76ers are known for historically making bad NBA trades. Whether it be trading arguably the greatest NBA player of all time in Wilt Chamberlain, the head scratching trades of Charles Barkley and also the draft rights to Brad Daugherty, the Philadelpha 76ers have been on the wrong side of trades for 54 years. As the specter of a Ben Simmons trade hangs over Philly, let's look back on five of the worst trades the Philadelphia 76ers have made this century.

#5 Jayson Tatum

Imagine a team of Jayson Tatum, Joel Embiid and Ben Simmons

Leading up to the 2017 draft, the only player I thought the Philadelphia 76ers should have drafted was Jayson Tatum. He seemed to have all the tools to be a great two-way player, and a smooth temperament to boot. The Sixers, with the third pick in that draft, elected to trade up to the top spot - with their historic rival, the Boston Celtics - and selected Markelle Fultz out of the University of Washington. Fultz is an athletic slasher that would have fit well with Joele Embiid and Ben Simmons to form a versatile triumpherant distinctly different from each other that would stretch a defense. The thing is, Markelle Fultz never panned out in Philly. He had a hitch in his jumper, a shoulder injury, and his trips to the foul line were just entertaining to put it mildly. Meanwhile, Jayson Tatum is a thorn in the Philadelphia 76ers' side, and is quickly becoming an NBA superstar -- in Boston. What could have been, the NBA will never know. Danny Ainge said he would have taken Tatum anyway:

“There was a story that came out this week about Jayson going to Phoenix. Jayson was never gonna end up in Phoenix,” Ainge told Lowe. “Even if he didn’t come in for that second workout with us days before the draft in Boston, we were still going to take Jayson Tatum.”

Tatum jumper looking so PURE 💸 @jaytatum0 (via @DrewHanlen) pic.twitter.com/rIqAQAIE9l

— Overtime (@overtime) September 6, 2021

#4 Richaun Holmes

The Philadelphia 76ers could have used Richaun Holmes to back up Joel Embiid

Covering the Philadelphia 76ers over the years, when a high energy player appears, it's noticeable. Richaun Holmes at 6'10" is the player the Philadelphia 76ers have been trying to replace at the center position since left. Since then, the Philadelphia 76ers have brought in centers in free agent deals to back up Joel Embiid -- most notably Dwight Howard. Then interim GM, Brett Brown, gave the now 27 year old Holmes away for cash considerations. You heard that right. Name a player in the history of sport who has truly helped a team after being acquired for cash.

I'll wait.

Yeah, that guy is Richaun Holmes. Holmes, the 37th pick in the 2015 draft out of Bowling Green, is contributing good minutes in Sacramento and is the starter over Hassan Whiteside. Go figure. Brett Brown, man (shakes head for Philadelphia 76ers fans).

#3 Andre (don't call him Iggy) Iguodala

Photo: Ray Chavez/Bay Area News Group

Andre Iguodala was a misunderstood player for the Philadelphia 76ers. Foul shots were an issue despite his stellar defense. Sound familiar? It should. Iguodala was seen as the number one option by fans because of how much money he commanded, and despite that erroneous perception, the glue guy, NBA all star, NBA Finals MVP and Olympic Gold medalist has had a great career following his trade from Philadelphia. The trade was pretty complicated, yet essentially Iguodala was traded for Andrew Bynum -- who we'll get to later. Sitting in press row, writers cringed whenever Iguodala was at the foul line. Fans were vicious whenever he stepped to the stripe or after misses. I tried to explain to Philadelphia fans that Iguodala wasn't the problem, it was more the Sixers for how Iguodala was seen. If he had been given some true scoring options in support of his defensive ability, Philadelphia would have surely benefited.

Anthony Gilbert and I speak to Iguodala below.

Andre Iguodala in his athletic prime was absurd. 🔥🔥 pic.twitter.com/J9Z3ZpjsOo

— Hoop Central (@TheHoopCentral) September 2, 2021

#2 Allen Iverson

The night Allen Iverson kissed the floor, again.

Allen Iverson will forever be a legend for the Philadelphia 76ers the likes of Wilt Chamberlain, Julius Erving, Charles Barkley and Moses Malone. At the end of his days with the Philadelphia 76ers, it was was time to leave the city. Allen Iverson was traded to the Denver Nuggets for essentially Andre Miller. The Philadelphia 76ers got two draft picks in the deal that did nothing for the franchise, its fan base was split because of the trade, and as we see, the Philadelphia 76ers still has issues however unrelated. The thing about Philadelphia is this: once drama is highlighted in Philly, the press piles on the pressure even when the object of angst is a beloved player. Iverson was that, and the Philadelphia 76ers messed up a great thing. If only the front office game Iverson support on his team, a championship might have been won.

Iverson told ESPN:

“It’s a great feeling,” Iverson replied. “I’m just happy the whole process is over, but I’m more happy with the situation that I was put in. I just think I was put in a situation where I can succeed.

“I love my fans in Philly, but I think it’s the hardest place to play in,” Iverson added. “It’s the hardest place to play in as far as being a superstar. But I’m so grateful I had the opportunity to play in front of those fans. They always believed in me.”

After leading the Philadelphia 76ers to the NBA Finals in 2001, Iverson because such a popular figure in Philadelphia, you'd think he'd have a statue already. He left his life on the floor every night, and even when he came back with the Denver Nuggets, he still felt like a member of the Philadelphia 76ers. His retirement ceremony proved that as well.

#1 Andrew Bynum

Andrew Bynum never played a minute for the Philadelphia 76ers

I disliked the Andrew Bynum trade so much it affected me for a week. Bynum was at the other end of the blockbuster trade that saw Dwight Howard go to the Lakers, Andre Iguodala to Denver and Andrew Bynum to Philly.

He never played a minute. It was said Bynum suffered from the joint disorder osteochondritis dessicans lesions, yet all the Philadelphia 76ers fan saw was Bynum collecting 16.9 million dollars. 16.9 million that was insured if Bynum sat out the season, and he did. From the Philadelphia Inquirer's John Mitchell:

"There is a leaguewide insurance that he's under," Sixers president Rod Thorn said Wednesday before the team hosted the Miami Heat. "There is some relief along those lines."

Thorn did not say how much of Bynum's salary would be covered by the insurance. However, he said that the Sixers would get full relief because there are no preexisting conditions that would prevent Bynum's coverage.

"No, he's under the full protection," Thorn said.

It still stings to write this, and covering the talented Bynum at a 2008 Finals he didn't play in, gave me an eerie feeling about Andrew Bynum. I just didn't know that feeling would be felt in the not too distant future in Philadelphia.

Sheesh.