When clicking download now in presence of an update the followed link for me is: https://plex.tv/downloads/latest/5?channel=8&build=linux-x86_64&distro=synology&X-Plex-Token=xxxxxxxxxxxxxxxxxxxx
I have 1.40.3.8502 the update is 1.40.3.8530 but it fetches 1.40.2.8595, it happens all the times when there are older versions with the last four digit numbers greater then the update, it does not look at the preceding numbers in version.
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