I came here to comment the same thing. It looks like we might be like-minded? We should chat! :D
Jokes aside, I think a less-philosophical and more-niche set of questions might make this a neat way to find groups at conferences or large sprawling online communities/spaces like Discord servers with many channels.
I built a thing. Answer 20 quick thought-provoking questions. Chat anonymously with people that answered exactly the same. Game resets at midnight UTC.