Stutter on Local Playback

Plex for Mac/Windows should be at v1.34.1 – the app is supposed to auto-update on restart. If you’re still on 1.33 it might be worth to manually download/upgrade to the current version to verify if what you experience might have been addressed/fixed with that release (though the release announcement isn’t mentioning playback related fixes/changes).

If the stuttering persists… what information do you see on the server dashboard when streaming a file using Plex for Windows?
Exemplary screenshot from the "now playing" section

Focus points: any transcoding, playback listed as local as per your OP?