I tried locating the files using this article but I am not sure I have found it. I eventually looked in my Transcoder temporary directory directory but I am not sure it includes the files I am looking for. Secondly I think it would be odd for optimized/downloads items to live in a temporary directory (mine points to a location in RAM).
So have these paths changed with the new Downloads naming? And what folder structure should I be looking for?
No, Downloads are generated on the server first. I have the same problem as @luckyluc77
I found out they are generated in full size in the usual /transcode dir, which is a RAM Disk, too. And because of the limited size, no download is successful. In the past the “Sync” feature used a different path inside of the Plex media server dir.
Any chance to change the transcode path of Downloads?