Ann Althouse claims that art should make us uncomfortable. To buttress her case, she notes that comedy should make us uncomfortable, that Jesus made us uncomfortable, and politics makes us uncomfortable.
The short answer is that art might make us uncomfortable, comedy might make us uncomfortable, Jesus might make us uncomfortable, and politics might make us uncomfortable, but not always. Those are largely American ideas, which we inherited from Western Europe and expanded. When one reads about other places and times in the world, one does not read this exaltation of uncomfortableness. Finding that art is for joy, comedy is for joy, Jesus is for joy is more common. Politics is 50-50. Or also, art is for instruction, comedy is to relieve tension, Jesus is for inspiration. Art is to create magic, comedy is to create unity, Jesus is for rescue.
I am reminded of CS Lewis's First and Second Things. If we aim at the highest, we also get excellent byproducts thrown in for free. Yet if we aim for the byproducts, considering them the main point, we get neither. In this instance, aiming at making people uncomfortable in order to teach or inspire or virtue-signal, we will pretty quickly be teaching nothing, inspiring no one, and none will think us virtuous, because no one will be listening. Yet if we aim for beauty, or truth, or humor, we will get teaching and inspiration thrown in, whether the audience is comfortable or uncomfortable.
Uncomfortableness is a false goal, but one which is common among the Arts & Humanities tribe. Comfortableness is also a false goal, and art, comedy, and Christian teaching can founder on those rocks as well.