I was reading an interview with Josh Schwartz that Alan Sepinwall did around the time of The O.C.’s series finale, and I stumbled across this answer to a question regarding a potential spinoff for the series:
[Alan: ]Whatever happened to the Kaitlin spin-off where she was in boarding school?
I was about 17 episodes into the first season, and I was asked to go up into Rupert Murdoch’s boardroom. Rupert wasn’t there but all the head honchos at Fox were there, and I was asked, with a fair amount of pressure, to do another show. I was shown a schedule where, if I did this, “The O.C.” would remain on Wednesdays at 9 and the new show would be on Tuesdays at 9 after “Idol.” Who wouldn’t want to do that? It wasn’t wise of me to do that, I had plenty to learn about the TV business, but I said, “Okay, I don’t want it to be a spin-off.” I was worried about cannibalizing the show too soon, and spin-offs usually fail. Everyone signed off on that fact, I went off and worked on a pilot called “Athens.” It was a big honor, it was going to keep “The O.C” behind “American Idol.” Then I turned in the script and everyone said, “So how do we turn it into a spin-off?” It became a protracted battle not to make it a spin-off. Then I arrived at the upfronts to announce the new show and they said “The O.C.” was moving to Thursdays, that was a perfect storm of its own. When it felt that was the only version of the pilot that was going to move forward was one I didn’t believe in, I said, maybe as a compromise, we’d have discussions about a Kaitlin boarding school drama, and then Gail Berman went to Paramount, and those discussions ended.
How fitting, then, that I looked at this so recently, as now we’ve got the exact same situation with almost eerie comparisons to this earlier one. As it completes its first season, Gossip Girl is now being spun-off by its producers (Schwartz included, one presumes) as another hit series of books by the author of Gossip Girl is being optioned. And, interestingly, “The It Girl” series surrounds the character of Jenny Humphrey falling off the wagon at Constance Billard and being sent off to board school just as Kaitlin had once been destined under the scenario Schwartz described.
From The Hollywood Reporter:
Humphrey is a self-esteem challenged outsider who struggles to fit in. In the books, a series of public embarrassments (such as appearing in a teen magazine wearing next to nothing) results in Humphrey having to either repeat ninth grade or find a new school. She elects to enter a boarding school and reinvents herself as a popular girl. Her story is told in a series of six “Gossip” spinoff novels called “The It Girl.”
I don’t think it is so simple, however, to spin-off this character- Kaitlin was a nothing in The O.C.’s first season, and Jenny was anything but in Gossip Girl’s first frame. There are things about her character that are integral to Gossip Girl and might not be as expendable, and with no confirmed reports of them using Jenny’s character in the spinoff I’d have to think that they’ll figure this out as well.