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Showing content from https://github.com/jrblevin/markdown-mode/issues/613 below:

markdown-insert-bold and other formatting, including space · Issue #613 · jrblevin/markdown-mode · GitHub

markdown-insert-bold and similar functions should always result in a legal formatting of the text, even if the selection/markers included a space at the beginning or end. [EDIT] This could be achieved by jumping to the next "legal" beginning of a formatting.

When selecting text to then do C-c C-s … (e.g. markdown-insert-bold), it easily happens that accidentally the selection begins with a space instead of the first character of the text. Then the text is not formatted, and one has to manually move the space outside.

Eg.

this is* a selection* of two words

this is *a selection* of two words

1. select a string so that it begins with space
2. hit C-c C-s b
3. the resulting text is not bold.

markdown-mode, version 2.5-dev

GNU Emacs 27.1 (build 1, x86_64-apple-darwin18.7.0, NS appkit-1671.60 Version 10.14.6 (Build 18G95)) of 2020-08-12

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