Was originally pitched as a feature with Lindsay Lohan as Blair Waldorf. When that fell through, its backers (who had the rights to the stories) approached Josh Schwartz about turning it into a series.
This is the only episode so far in the series that Chuck Bass and Nate Archibald ride a public bus to school, unlike the usual private limo ride.
Unlike the first book, which starts out with Blair talking to Isabel and Kati, the episode starts with Serena on the train back home.
The Constance Billard School for Girls is based on The Nightingale-Bamford School on the Upper East Side of Manhattan. Cecily von Ziegesar, the author of the books which the series is based on, attended this prestigious school.