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macOS version: El Capitan Version 10.11.6 (15G31)

Preview version: 8.1 (Version 877.7)

When I write a text box annotation, I can tell that text is going into the box when I write it, but the text box is not being resized. It is only a few pixels tall and there are no vertical resize indicators, only horizontal ones (hence I can tell that text makes it into the annotation because I can see the top of the letters in the first line of the text, but nothing else). No matter what font size I select, the same issue occurs.

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Thanks to similar advice in Preview.app always crashes , I was able to get the text boxes to automatically resize themselves again by removing the application data for Preview that was local to my user:

rm -rf ~/Library/Containers/com.apple.Preview/

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