I started the captions too late in the video and now I need to extend it earlier, but I'm getting this message:
Is there a way to extend it to the left without having to re-position each individual caption? How?
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There is a 3-step solution-
The default commands for any clip edit are:
Extend Next Edit to Playhead (Shift-W) Extend Previous Edit to Playhead (Shift-Q)
So selecting those captions, you should be able to use those hotkeys and it will match the next edit or the previous one.
If this isn't what you're looking for, dig into the hotkeys. Hotkeys are the lifeblood of navigating premiere effectively.