Migrating DS1019+ to DSM 7 running plex and docker

Is Plex running native or in a Docker container?

If the former, see the Plex Synology FAQ: Synology FAQ - Questions, Answers, and a few How-To's - #34 by ChuckPa

I had iPerf & Tautulli running in Docker on my DS918+ when I updated to DSM 7. There was zero problems with the update.

Definitely back up important files. Just in case something goes bad during the update.