Everybody’s got an opinion about Jay Leno, even someone like me who hasn’t watched the Tonight Show even once (though Jimmy Fallon might change that.) I wouldn’t usually spend almost half an hour listening to him talk, but there is something sort of inherently charming about a couple of guys who have been doing the same thing for 35 years, together, talking about comedy (in a car, while getting coffee.) Not to mention there’s nothing that screams “middle-aged man” as much as having to go into the back and watch how the coffee is made while talking to the employees. They’re practically a still life of old men playing chess in a park.
Plus, if you can stick out the daunting 22 minute run to the end, the conversation takes a turn for the fascinating when Leno describes being invited to a mob-run church fundraiser by Frank Sinatra, which is definitely worth a watch.