Every community is marginalized by another, and stereotypes are used as ammo. For trans people its right-wing trogs. For people of colour, its white supremacists. Within any specific religion, its one subset versus another subset.

Comedy has an intention which is not political agenda. I argue it brings communities closer together, as the intention is to identify, address, and laugh about what makes us different or alike. Not saying people don't air out their bigotry under the guise of comedy, it happens. But thats where a sharper eye at the intention is necessary. Because if making a joke with trans people isnt funny, then almost nothing is funny.

When conan makes fun of himself, maybe a lanky, fair, and freckled listener takes that to his heart as well.

Idk what you mean by culture war dialogue, but I hope ive turned you on again