Jack tries to win Scarlett back with some help from Guy Kawasaki.
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- YURI BARANOVSKY as Aaron Morrison
- ALEXIS BOOZER as Bryn Arbor
- WILSON CLEVELAND as Derek Morrison
- DANIELA DiIORIO as Olivia Reddox
- DREW LANNING as Jack Sather
- RACHEL RISEN as Lisa Morrison
Guest Starring
- DUSTIN TOSHIYUKI as Glenn Cheeky
- KIM FITZGERALD as Scarlett Lane
- GUY KAWASAKI as Himself
- Created by Wilson Cleveland, Vlad Baranovsky and Yuri Baranovsky
- Directed by Yuri Baranovsky and Justin Morrison
- Written by: Vlad Baranovsky and Yuri Baranovsky
- Executive Producer: Wilson Cleveland
- Produced by Vlad Baranovsky, Yuri Baranovsky, Justin Morrison and Dashiell Reinhardt
- Associate Producer: Garrett Law
Guy Kawasaki and Scarlett (Kim Fitzgerald) are surprised when Jack (Drew Lanning) show's up on Guy's doorstep.