Hello Thomas Harding,
We do not recommend enabling workflow for Images and Documents module, because there you are working with binary data and the when creating staged content your on each Approval status your database will grow very quickly. so, you can try the following
1. Get the url of the item directly from Images and Documents module, paste it to the browser bar and try to open the image. If you manage to open
the image verify the url that is added to your website is the same.
2. If you cannot open the image you should check whether you have .sflb.ashx and .tmb.ashx paths added as Hanlder Mappings in IIS.
3.If you are using caching for Libraries items make sure that you use memoryCache
. Please check your web.config file, and let me know if this is the case.
4. Check whether you have a white space in the item name, library name or in your virtual directory name - this could be a reason for this problem as well.
All the best,
the Telerik team