Segal directed with Adam Sandler for the first time in Anger Management (2003), which also starred Jack Nicholson. When asked by the BBC who was the most famous person in his contacts book, Segal replied, "I have to say, it's very obvious now, it's Jack Nicholson. I've kept his number on my speed dial just so I can show it to friends. I could call him up out of the blue, but I'm worried he might say 'Pete who?'"