Thanks for sharing this tool! I did encounter one issue that I doubt most will have: If I had a variable with a valid tooltip name and referenced it in text it'd try to change the variable name in the text.
E.g.
inline_tooltip_data ("elf"....
default male_elf_name = "Cedric"
player "So you're [male_elf_name]?" <---- Will try to replace elf with {a=tooltip:elf}elf{/a}
My fix was to change test_surrounding_index() to check for a smaller list of punctuation instead of all of string.punctuation.
define accepted_punctuation = "!\"#$%&'()*+,-./:;<=>?@\\^`~"