It’s not possible to pinpoint the one moment that Kanye West’s brain broke, since brain breakage is generally not a singular dramatic event. But it’s definitely possible to pull up a YouTube video and pinpoint one of the moments that Kanye West’s brain broke. In September of 2009, West was booked to perform on the first episode of The Jay Leno Show, the ill-fated and short-lived experiment in which NBC put Leno on TV every night in prime time. West was there to do “Run This Town” with Jay-Z and Rihanna, but other things were happening, too, and West was made to give public penance.