I come at it from a historical perspective. Being an entertainer was considered one of the lowest professions, right above criminal.
That doesn’t mean it can’t happen. Emperor Nero was a poet and musician (though this massively contributed to his unpopularity).
But aside from that, I don’t see it in Wyll’s nature. For example, during the party he self-isolates and wants to be alone. He is actually quite brooding. He doesn’t seem like a performer.
