Mr. Manager

Upon leaving The Brew Palms after talking with Kim, you run across an angry Dirk Diamonds/Willow Pape, who accuses you of hitting on their ex-girlfriend/ex-boyfriend.

After the drama, head over to CTM Management which is to the right of The Brew Palms.

Speak to Simon Orsik. He'll ask you for some head shots, but you don't have any. He insists that it's too important and to go to PopGlam to get some taken.

He also suggests that you buy some new clothes for the shoot.

Dialogue
Dirk/Willow=

Simon=