You’ll need to set at least one environment variable to run Plex Commercial Skipper.exe manually: FFMPEG_EXTERNAL_LIBS:
set FFMPEG_EXTERNAL_LIBS="%LOCALAPPDATA%\Plex Media Server\Codecs\367b3d4-3654-windows-x86\
The last part of that path could vary from system to system, I think. However, running it this way it just going to produce an EDL file. It won’t actually strip the commercials or place markers in the file’s database entry. What you may want to try instead is configuring the library to generate ad markers for all recorded items:
In order for that setting to be available in your library’s advanced settings, you must have your DVR configured to detect commercials and mark for skip:
With these set, it should begin analyzing your recorded media for commercials during the time period defined in scheduled tasks.

