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Showdown follows the original markdown spec and not commonmark (which is a spinoff or flavor).
# followed by text is only interpreted as an header if # starts a newline, not in the middle of the text
A space between # and the text can become mandatory for headers if you enable the option requireSpaceBeforeHeadingText, as stated in showdown's documentation:
requireSpaceBeforeHeadingText: (boolean) [default false] Makes adding a space between # and the header text mandatory (since v1.5.3)
It is common to have twitter like tags in text and they shouldn't be interpreted as headers as mentioned here
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