When doing a bulk encode (i.e. 'add files to queue' of an entire folder of multiple files)
Current Behavior:
Requested behavior:

HandBrake version here.
Handbrake 1.1.2 on Mac 10.12.16
If the request is off the back of failure or unsupported file format, please post a lot as it can help us track down what is missing.
Drag and drop file or...
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Cumbersome in the GUI, but not so if you're using the Command Line Interface and shell scripting. You can even use GUI-created presets.
The biggest problem at the moment is detecting the character encoding of the subtitle file. Most sane people are using UTF-8 everywhere for awhile now, but SRT never really standardized so it can be anything. That said, this would be a welcome improvement to the GUI.
I think this may be a duplicate of another request here. Will have to double check when I have more time.
Agreed. We might be able to do something to guess a character set but there is always the risk of corrupted output if we guess wrong.
Probably worth taking a glance at how VLC decides.
Most helpful comment
Probably worth taking a glance at how VLC decides.