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From what I have found the team file names are generally first letter uppercase and the players file names are all lowercase. I am not sure if this is because one is a jpg and the other are png's. I noticed a trend when I set up my league so I created a program to adjust all the lettering on the images on the server. You may want to see if you notice the same trend. Go to your league website and right-click on a non appearing image and click view image. Take note of the url link and see if the player's names are all lowercase and the team images are upper. Then adjust the files on your machine to match those. When that is done upload all the images back to the server.
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