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First thing to try would be to extend the plex timeout in config.yml. There's not much PMM can do about a timeout other than waiting longer.

plex:
  url: http://192.168.1.12:32400
  token: ####################
  timeout: 60     #  <<< change this to a larger number
  clean_bundles: true
  empty_trash: true
  optimize: false

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@Alex-Lee-Myers
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