Something a little unexpected, but relevant: David Foster Wallace, and how he presented a false dilemma between sincerity and irony.
There are three important things I am thinking of when I am writing this.
First, David Foster Wallace was a very good, creative and original writer, who developed concepts of irony in his books, especially “infinite jest”, that are important to understand the 21st century. His critique of media consumption and the psychology of entertainment is also very incisive.
Second, David Foster Wallace was chronically mentally ill, with at least major depressive disorder, substance abuse issues, as well as what seemed to be anxiety and OCD.
Third, David Foster Wallace had a history of abusive behavior in his relationships.
Those are complicated things, so the entire question of how we should evaluate abusive behavior when it might be a symptom of a mental illness is one that I will not answer here, but it is one that I will keep in mind.
But the real issue is the dichotomy that Wallace developed between “irony” and “sincere” behavior, especially in Infinite Jest. Part of this comes out of his own experience in substance abuse recovery. Wallace was a prodigy as a child, and was always looking at the world through an air of cynical, ironic detachment. He was always the smartest one, until his substance abuse issues caught up with him. He then spent the rest of his life and career trying to find a way to be “authentic”, to be “sincere”, and to leave the ironic, intellectual detachment he grew up with behind. But in doing so, he creates a false dichotomy.
In Infinite Jest, Wallace has two characters with opposing lenses for viewing the world: Hal Incandenza, the ultra-intelligent prodigy (kind of an author avatar) who is paralyzed by his inability to be emotionally honest, and Donald Gately, the small time burglar and drug addict who decides to whole-heartedly embrace the philosophy of AA. (Alcoholics Anonymous) and other 12 step programs. And Wallace presents setting aside intellect and critical thought to do this. And in doing so, he sets up a false dichotomy, and sets people up for failure.
You can either be detached and intellectual...or you can erase your mind and accept, uncritically, a strict regimen of brainless activity. And while Wallace seems to be endorsing this at some points, it comes across as a backhanded compliment, and as an excuse for not being able to succeed with it long term. If not being an addict, and if in believing in morality, requires not thinking critically, then eventually it has to fail. If living a non-addicted life requires an exhausting and complete regimen of selflessness, then it is going to fail. (And that seems to be in contradiction to one of the main slogans of AA: “Easy Does It”).
And what that leads to is “sincerity” and “authenticity” being just another ironic pose. “Look at how I am playing along with being a person who just takes things uncritically”. A large part of Wallace’s portrayal of “sincerity” comes across as a very back-handed compliment.
Also, of course, this is a bridge to the discussion of irony in Homestuck, where one of the main points is that, of course, something can be ironic and sincere at the same time.