Back in the aughts, Cracked magazine was owned by the same company as the Weekly World News. During the rocky final years of Cracked, our editor, in an attempt to give the writers a pay check, had us contribute articles to WWN ("the humor magazine that nobody knows is a humor magazine.") It took me a while to get the hang of the paper but first the editor suggested I do the "Letter and Answer" format for their Dear Abby-style advice column, except that their "expert," Dottie, was a bitch. I struggled with the format, kinda of recycling various jokes and bits I had over the years into a letter format with a snotty answer.
I worked out a lot of frustrations in these columns. Writing was a side-gig. I had a full-time office job. I had many annoying co-workers. I'm pretty sure this guy makes multiple appearances in one form or another. Wife's boss invited us to super-fancy wedding once. That comes up. Robo-calls. Son-of-Sam jokes (too soon?). Oh, one of the confidentials, about grapes, that joke actually had people writing in to give me grape pie recipes. And soon after this, WWN started forwarding me actual mail that was being sent to Dear Dotti. Honestly, I think I'm mentally blocking those letters.
