As a first approximation, assume everyone you're dealing with is default-level irrational and incapable of recognizing or appreciating rationality. This is true > 98% of the time.
Also be aware that even a rationalist in a hiring situation might just interpret your "self skepticism" as attempted tribal-affilation signalling. They are hiring, not looking for beer buddies. Very different thought process.
If it's worth saying, but not worth its own post (even in Discussion), then it goes here.