Privileged - Season 1 - Eps 9: All About Insecurities
Megan is thrilled when her former college roommate Caryn visits and updates her on her present career, which prompts Megan to think about her own life and where it might lead. She also confides in Caryn about her interest in Will, who has taken a job as an assistant photographer for a magazine editor, and who is not aware of his wealthy background. Meanwhile, Rose and Sage's publicist books them for their first gig as a singing act at a prestigious nightclub where Sage becomes jealous that Rose will eclipse her in the spotlight.
About Privileged

Title: Privileged
First Air Date: 2008-09-09
Last Air Date: 2009-02-24
Status: Ended
Rating: 7.6/10 (from 19 votes)
Language: EN
Seasons: 1
Total Episodes: 18
Network: The CW
Genres: Drama
Production Companies: Alloy Entertainment, Warner Bros. Television, CBS Studios
Synopsis
Megan Smith, a smart and quirky young assistant at a glossy magazine, is fired when her Yale education proves detrimental to getting ahead in the world of tabloid journalism. Her boss takes pity on her and arranges an interview with the wealthy Laurel Limoges to be a live-in tutor for her twin teen granddaughters. The beautiful and rebellious twins are less-than-thrilled with their new tutor, but Megan is determined to win them over as she enjoys the perks of her new job - breathtaking private suite, gorgeous car and live-in chef.
Cast

Michael Cassidy
Charlie Hogan

JoAnna Garcia Swisher
Megan Smith

Brian Hallisay
William Davis

Lucy Hale
Rose Baker

Ashley Newbrough
Sage Baker

Kristina Apgar
Lily Smith

Allan Louis
Marco Giordani

Anne Archer
Laurel Limoges