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Not that I know of, since the existing "show last played" advanced filter is specific to the current user. You might have to create something for yourself using e.g. Tautulli's get_history API method or Plex's own history API (potentially via Python-PlexAPI and its history method).
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From there, you'll have to decide what quality you want to save your content at. If you want the highest quality possible (a direct copy of what's on the disc) you can just run it through MakeMKV and call it a day. If you want to save some space, HandBrake is a popular tool for re-encoding videos, though there many options (including Tdarr if you want to bulk convert things, though there's a bit of a learning curve). You'll have to decide for yourself what quality to storage space ratio you're okay with.
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WorkOS
The modern identity platform for B2B SaaS. The APIs are flexible and easy-to-use, supporting authentication, user identity, and complex enterprise features like SSO and SCIM provisioning.