Same issue here. It is described in more detail already in this 2 years old thread – obviously this issue is still unsolved… 🙁
https://wordpress.org/support/topic/mediathumbnail-croppost-thumbnail-problem
Instead of exchanging the (150×150) thumbnail, the crop is creating new versions of it, with filenames looking like e.g. this:
117-e1423760859306-150×150.jpg
where the part beginning with “e…” is changing, based on what logic ever.
A halfway workaround is to manually delete the original thumbnail via ftp, and rename the newly created one (i.e. remove the “e1423760859306”).
Halfway, because then the thumbnail is shown correctly in the frontend, but is broken in the backend – I assume that in the database behind the information of the new filename is stored, and would also have to be updated.
Painful…
I agree, I’m awfully surprised this is not affecting more users. Its seems like it would be such a good feature to be able to manipulate the thumbnail in such a way so it fits with how you display your listings. I’m trying to sell our communications department on how to utilize WordPress to its full potential but its kind of hard with bugs like this. I’m really hoping someone from core sees this and gets it fixed. I find it really difficult for anyone to notice and reply to these threads.
WPyogi, Thanks for pointing those out. Having plugins to fix what looks like a bug (IMO, correct me if I am wrong) is not really the preferred approach (Especially if they create functionality that doesn’t port over when this is fixed) but if it gets it working then I’ll just have to make due.