I don't use it except with others who I know are anarchists, or open-minded and truth-seeking enough to question into it (generally then accepting it for themselves haha).
Entrepreneur definitely is a positive trigger still in US culture at least, bringing up an image of the old American ideal of someone having an idea, putting labor into it, and finding success through it.
I generally either use a whole bunch of labels for myself (in a bio/intro post), or none at all (in conversations & such)