In S1E9, Emily is talking to Lorelai on the phone and says, “Regret can make you bitter. Do you want Rory to be bitter?”and Lorelai responds, “Well, sort of.” Emily scolds, “Lorelai!” but Lorelai explains, “What, Mom? She could make some cash off of it, become a crazy Oscar Levant kind of celebrity, go on talk shows, heckle Regis!”
Oscar Levant was a twentieth-century comedian, musician, and actor known for his crazy, unstable persona. He frequently made jokes about his mental status.
Regis Philbin is a television personality who has been hosting talk shows since the 1960’s. At the time this Gilmore Girls episode aired, Regis was appearing on his talk show “Live! with Regis and Kathie Lee” with co-host Kathie Lee Gifford. In 2001 the title was changed to “Live! with Regis and Kelly” when Kelly Ripa replaced Kathie Lee.