Behind every ball and brunch, there are boardrooms, brands, and big deals. Test your knowledge of the careers and businesses that power Gossip Girl.
What is the name of Chuck Bass’s family company that he fights to control?
Empire Enterprises
Bass Industries
Van der Woodsen Holdings
Humphrey Media Group
Eleanor Waldorf owns a company in which industry?
Investment banking
Fashion design
Restaurant chains
Hotel management
What is the name of the media outlet that Nate Archibald eventually runs?
The Manhattan Times
The Spectator
The New Yorker
The Upper East Gazette
Dan Humphrey’s book about the Upper East Side is titled what?
Uptown Stories
The Upper East Siders
Inside
Gossip and Glamour
What is Rufus Humphrey’s primary business venture for much of the series?
Running a law firm
Owning an art gallery
Managing a hedge fund
Owning a restaurant chain
Which character becomes heavily involved with Waldorf Designs after Blair takes over?
Georgina Sparks
Blair Waldorf
Jenny Humphrey
Serena van der Woodsen
What type of business does Bart Bass primarily operate through Bass Industries?
Real estate and hotels
Food and beverage franchises
Sports teams and stadiums
Tech startups and apps
Which character briefly runs a public relations firm that Serena works for?
K.C. Cunningham
Maureen van der Bilt
CeCe Rhodes
Lola Rhodes
Which character builds a career in politics connected to the van der Bilt family?
Ben Donovan
Damien Dalgaard
Tripp van der Bilt
Carter Baizen
By the time of the flash-forward, Nate is shown considering a run for which office?
Governor of New York
President of the United States
Mayor of New York City
United States Senator
Starter
You remember some of the jobs and companies, but a few Upper East Side business details slipped by.
Solid
Nice work. You clearly tracked many of the careers and corporate shake ups in the series.
Expert!
You could probably pitch a new deal at Bass Industries or Waldorf Designs and fit right in.
From fashion houses to media empires, Gossip Girl shows how business and ambition shape life on the Upper East Side as much as romance does. Gossip Girl Trivia Quizzes












