[IPhantom]

With your file naming, it would also only show one thumb for multiple entries of the episode i assume?

No, they are listed as separate items in a season listing in Kodi. (And I now see this is a TinyMediaManager topic, so YMMV...). 

Yeah well for Kodi being the front-end it might help to understand what tweaks i need to use on the TMM back-end for Kodi to display the desired result.