The oddness, it seems to me, is that it seems odd.
For the last fifteen years, whenever I need a pronoun for a powerful, generous or talented person, my default is ‘she’.
[If you’re reading my post to somehow imply that entrepreneurs are better than freelancers, please re-read it. As a freelancer myself, who used to be an entrepreneur, I’m completely agnostic. There’s no better, except perhaps in the superheated world of Silicon Valley. In the real world, though, what matters is being aligned with your goals and making good stuff, whichever path you choose.]