When Leo Spaceman shows Jenna the wall of his famous clients, King Hollywood is on the far right and Ashlee Simpson is on the far left. Kenny Rogers is between them. When Jenna stands up to shake Leo's hand, Ashlee is on the far right and King Hollywood is on the far left. The whole scene takes place over a matter of seconds, so there is no way they could have been reversed.
How does Jack have no idea who Kathy Geiss is?