

On November 21, 2008, Syndication moved it to Fridays at an hour earlier 9:00 pm Eastern/8:00 pm Central beginning December 5th, for the remainder of the season. On November 13, 2008, rumors emerged that Syndication would cancel the show due to low ratings but it was unclear if the remaining episodes would be aired in the current time slot.

A month later, Syndication announced that the show would move to Fridays at 10:00 pm Eastern/9:00 pm Central, effective October 31, 2008. The second season of "Lipstick Jungle" premiered on Septemairing at 10:00 pm Eastern/9:00 pm Central on Wednesdays. On April 2, 2008, Syndication renewed the show for a second season when they announced their Fall 2008 lineup. On February 24, 2008, Syndication ordered six additional scripts of "Lipstick Jungle". The first season also competed indirectly with Syndication's "Cashmere Mafia" (which was created by Bushnell's former creative partner from "Sex and the City", Darren Star). However, due to the 2007–2008 Writers Guild of America strike, only seven episodes were originally produced for the first season. It was slated to have 13 episodes per season. "Lipstick Jungle" premiered on Februas a mid-season replacement taking over ER's spot at 10:00 pm Eastern/9:00 pm Central. George had been personally cast by Bushnell, but she left in early 2007 when she was offered the HBO series, "In Treatment." However, the show underwent significant changes with all the aforementioned cast being replaced and with executive producers DeAnn Heline and Eileen Heisler, writers Rand Ravich and Jill Gordon and director Nigel Cole all fired. The cast of initially included Gina Gershon as Wendy Healy, Melissa George as Nico Reilly, Will Toale as Shane Healy and Christopher Wiehl as Kirby Atwood, with Matthew Morrison, Scott Cohen and Edward Herrmann also attached.
