Not many people realise that Jimmy has been one of the support acts for Dave Chappelle several times (more on this later).

In 2021 Chappelle did 6 nights at the London Eventim Apollo. At the gig on October 14^th, as a part of the show, Jeff Ross and Jimmy (the Duke of Diss) brought audience members up on stage to do a bit of “speed roasting”.

Jeff has posted some pictures, below. You can see Aziz Ansari in the b/w pic and note (pic 8) Jimmy does not always wear a suit!