The joke:
Hillary Clinton is co-writing a mystery novel. She loves mysteries and this one sounds amazing. It’s called, “How the Hell Did Trump Beat Me?”
How I wrote it:
This news item caught my eye because I hadn’t written a Hillary Clinton joke in a while. Plus the other topic handle, “mystery novel,” seemed to have a lot of associations that I might link her to. That is, I thought I could use my Punch Line Maker #1: Link two associations of the topic.
Most associations that Clinton used to have–her pantsuits, her emails, her philandering husband–are now too stale to hang a joke on. But one association is still fresh, years after the presidential election: how she can’t understand why she lost to Trump. So I created a punch line that links that association to an association of “mystery novel,” namely “mystery.”
But writing the joke this way wouldn’t quite work: “Hillary Clinton is co-writing a mystery novel. It’s called, ‘How the Hell Did Trump Beat Me?'” The problem is that the title “How the Hell Did Trump Beat Me” describes a mystery but not the plot of a mystery novel.
To smooth out that bump, I wrote an angle that includes the word “mysteries,” to focus the audience on just the mystery aspect before they arrived at the punch line. But I also added “this one sounds amazing,” to subtly mislead the audience into thinking that I was still describing her novel.
This joke is an example of how to write a political joke that’s unlikely to divide a mass audience. Whether you’re a Clinton fan or not, you’d probably agree that she’s still wondering what went wrong in 2016.



On a comedy/talk show on a broadcast network, that joke would probably split the audience. That’s because any general audience probably includes a lot of Trump supporters who wouldn’t agree that Trump University was a scam.
That doesn’t mean you should only write easy, hacky jokes about overused associations like Hillary’s pantsuits…

Yes, that joke is about Hillary. But it doesn’t say anything negative about her personally. It only says that her sending emails using her personal Blackberries has caused political problems for her. And that’s hard for even her supporters to dispute.
