[fineIllregister]

If you listen to Kanye's music, he is highly self-critical and introspective at many times. I think this is a type of fearlessness, specifically the ability to be so publicly vulnerable (though I don't know if that's what GP had in mind).

Kanye's public image is reflective more of the pressures of his industry and how our celebrity culture depicts famous artists. However I think it goes beyond that to broader social and economic factors. Consider how many conversations there are on HN about dealing with imposter syndrome; if you compare Kanye's media portrayal and his music, I think there are strong parallels many people here could identify with.