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Kamala Harris is known to love Venn diagrams and would be cringing hard at this.
For reference, circles in Venn (Euler) diagrams are sets of objects with a certain property. Select objects are shown inside or outside of each circle depending on whether they belong to the set.
A good example is xkcd 2962:
You are correct. Self-deprecation is overdone in this corner of the internet so we’ve grown numb to it, while a live or TV audience largely hasn’t, as evidenced by the laughter. As I said, they use many other kinds of humor too, which might appeal to you. JO is known for slandering his show, haircuts, nationality etc. but not too often.