Ruby one works now, ty."Visit Ruby (Fry)" --> You have to go "Downtown", then "Old Town", then click on "Ruby's Home" on a Friday from 9:00 to 18:00
"Shoot for a commercial at Gerard's" --> You have to reach Charm 80 then go "Downtown" then click on "Glamour" then on "Photo Studio". In the Glamorur salon you can increase your Charm asking for Solarium and Hair dresser.
Gergard one just won't trigger. I'm on 85 charm and hes standing there with the girl holding a camera. When I speak to him there are no options. Is it still locked by another event you think(I already did one of his advertisements with the soap)?