The maintainer who originally responded to the github issue clearly thinks that it does not. The reporter and Twitter mob think that it does
Whether we disagree with his political views (I hope so) and how political a project like neovim is would be questions to answer once agreement on the first question is reached
It's basically advertisement, we won't ever reach some universal conclusion on what any specific aspect of it means for your project, it's all in the eye of the beholder.
It's also all social norms, the maintainer doesn't get a choice on how it will be taken.
If you don't want reactions to your advertising, don't advertise.
I would be very mindful about advertising endorsements from anyone at all myself.
If the answer is "yes", I think maybe you're a little out of touch with how people tend to view stuff like that.
Sure, DHH is not literally any of those people, but he certainly seems to really like Hitler. I just don't get why someone would want a quote on their website from someone who thinks minorities are pests to be exterminated, regardless of the content of their quote. Like, seriously, this is the hill you want to die on?