5 reasons the Chicago White Sox won't win the World Series

Milwaukee Brewers v Chicago White Sox
Milwaukee Brewers v Chicago White Sox / Michael Reaves/GettyImages
2 of 5
Next

The Chicago White Sox are having a very bad year. In fact, this is one of the most disappointing teams in both White Sox and MLB history. We thought 2022 was hard but it got even worse here in 2023. 

This looked like a core that could go on to win multiple World Series championships together as it was coming together. They all had talent and they were all locked in for a while. 

Now, it seems as if a rebuild is coming again before they were ever even able to win a playoff series let alone a World Series. 

These are the five biggest reasons that the White Sox won’t be winning the World Series this year: 

1. Jerry Reinsdorf

Jerry Reinsdorf has been a terrible owner for the Chicago White Sox.

Jerry Reinsdorf is clearly one of the worst owners in sports. He has tons of championships because of Michael Jordan and one miraculous postseason run by the White Sox in 2005 but it has otherwise been a disaster. 

He isn’t an owner that allows his baseball people to spend money wisely. When good players become available, the White Sox are never a team that has a chance to get them because of Jerry’s lack of spending. 

He also really hurt the White Sox when he went above everyone as the owner and hired his old friend Tony La Russa to pay him back for something that happened almost half a century prior. 

It is never a good thing when the owner interferes like that, especially with an addition like that. The White Sox won’t ever become anything great for a long period of time as long as he’s in charge. 

2. Rick Hahn

Rick Hahn is the worst general manager in Chicago White Sox history.

Right under Jerry Reinsdorf on this list is White Sox general manager Rick Hahn. He has truly been a terrible GM for his entire tenure. He was trusted to execute this rebuild and has done a terrible job. 

Although Reinsdorf hasn’t done a good job as an owner, there are plenty of GMs that have been able to overcome that. Rick Hahn makes it even worse. 

He made a couple of good trades but there have been more bad trades. His signings haven’t been very good either. Overall, his roster construction has been horrible at best. 

The fact that Rick Hahn has seen his team win two playoff games (games, not series) in over a decade speaks volumes about his performance. It has been a very bad run. 

He also acts like there is nothing wrong with this team. He hates when people critique him as if he is doing a great job. This team will be much better when they let him go. 

3. Bad managers

The Chicago White Sox have a bad manager and is in a long line of them.

Since the departure of Ozzie Guillen, the White Sox have had Robin Ventura, Rick Renteria, Tony La Russa, and Pedro Grifol. They have all been awful in their own different little way. 

Pedro Grifol is one of the reasons they are bad this year. They won’t win with a manager like this. He made a lot of promises when he was first hired that he wasn’t even close to keeping. 

For one, the first-year manager is clearly in over his head. His in-game management has been awful in terms of baseball strategy. 

It also seems like Grifol has lost the locker room. There have been a lot of off-the-field problems recently reported that don’t really make it seem like he is doing a good job as a leader of men either. 

The roster being a joke is not Grifol’s fault. All of the issues that the previous manager left behind are also not his fault either. However, he hasn’t done anything to make the team better either so he deserves blame. 

4. Injuries

Injuries have played a big part in the demise of the Chicago White Sox.

For the last few seasons, injuries have done a good job of hindering the Chicago White Sox. They have had some freak accidents happen but a few players have also been pretty injury prone over that time either. 

It is going to play a big part in this season being bad as well. Key pieces have missed plenty of time and things don’t go well when you are losing multiple players at a time. 

There are also injuries from the past that players have come back from but have not been the same. It has stunted development and made players lose a step or two in the process. 

They aren’t winning the World Series this year because of some of these injuries and it likely helped the window of contention close earlier as well. 

Hopefully, the next good group of White Sox has some better luck with their health. Maybe the White Sox can make changes to help them as well but don’t count on it. 

5. The players have not done well

The Chicago White Sox have a lot of overhyped and overpaid players.

The players on this Chicago White Sox team absolutely do not deserve a pass. In fact, they are one of the biggest problems. 

It might be hard to win with some of the other issues previously mentioned but things certainly wouldn’t be this bad if these players lived up to the hype. 

Some of them have good futures in this league but a few of them haven’t even come close to the “star potential” that they had when they were still prospects. 

Luis Robert Jr. became a star and Lucas Giolito, Jose Abreu, Tim Anderson, Eloy Jimenez, and Dylan Cease have all become high-end players but everyone else has pretty much failed to do anything of note over a long period of time. 

Even those guys have had moments of trouble in their careers. It isn’t the right mix of players and it has shown on a constant basis. 

Next. The 15 worst contracts in Chicago White Sox history. dark

Next