Unable to re-order large playlist

I am attempting to make a playlist for all the DC Arrowverse TV episodes. However i have now added 305 items to this playlist and i now cannot drag and drop to re-order (i tried from the web interface as well as plex media player). Has anyone experienced this issue before? And is there any solution/work-around for this issue.

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The only reason I know of for a playlist to be like this is if it’s a smart playlist. Did you manually pick and choose the items for the playlist, or did you use filters? Does the Playlist thumbnail have a purple ‘gear’ overlay on it?
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No it is a regular playlist where i chose the files (TV Seasons) manually.

Apart from the above issue, maybe you want to look at this: Watch crossover episodes of several series in-order

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