For about 2 years I did a monthly comic on College Humor (way back when they had money to burn and low standards) and it was a weird balance between cultural parody and not being obvious/hacky. I think that wired my brain to always make jokes vaguely about pop culture but actively avoid being like "here's my Taylor Swift comic"
All that to say I have no goddamn idea. Honestly if The Hard Times called me up to do "aging punk jokes" comic I could blast out 100 of those a day
