Unexpected Error has Occurred when playing video same day as added to server

EDIT: Additional information, logs, and testing here on Reddit.

Plex Media Server Logs_2021-08-11_11-53-31.zip (90.3 KB)

I’m trying to play some anime files from my Windows 10-based server to my 2020 Samsung Q80T.
Specific examples in the log are S01E17 of ‘To Your Eternity’ and S02E06 of ‘Miss Kobayashi’s Dragon Maid’

I didn’t have any issues playing similar files until about a month ago or so. It looks to be something related to the subtitles (embedded .ass subs in MKV) as if I disable the subtitles before starting the episodes, they play fine. It’s only when the subtitles are enabled that the error occurs.

They seem to play fine via Firefox on my laptop, but doesn’t work via Plex on my PS5.

Let me know if there are any other logs I could provide or other actions I can take to be logged if needed.

In case it helps, here’s the Media Info for:

To Your Eternity S01E17 (won’t play with subtitles): To Your Eternity.S01.E17 - JustPaste.it
To Your Eternity S01E16 (will play fine): To Your Eternity.S01.E16 - JustPaste.it

Anyone have any thoughts?

I’m still looking for help with this. I tried seeking help on the Plex subreddit so there is some additional details and testing in this Reddit post and comments.

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