1990's
Upon moving to Hollywood, Pitillo's work consisted primarily of television drama (South of Sunset), small parts in theatrical motion pictures, and included starring roles in several Made-For-TV movies. She earned critical praise for her roles in the following: Middle Ages, Escape from Terror: The Teresa Stamper Story, as well as Between Love and Honor. Pitillo's career breakthrough came with the 1995 FOX sitcom Partners. Cast as Alicia Sondergard, the comedy met with critical success for herself, as well as for co-stars Jon Cryer, and Tate Donovan. Partners failed to gain traction with audiences, however, and was cancelled in the Spring of 1996.
After completing Dear God in the summer of 1996, Pitillo was contacted by NBC President Warren Littlefield, who had taken notice of her performance in Partners. Littlefield then signed her to a development deal with the network.
In early 1997, while trying to acquire a stake in DreamWorks Studios, NBC tried to leverage Pitillo, as well as director James Burrows, with a project titled Nearly Yours, which actress Parker Posey had dropped out of. DreamWorks and NBC could not come to an agreement, and the deal collapsed. The squabbling between NBC and DreamWorks left the network with a programming hole, and Pitillo without a television project for all of 1997. It wasn't until filming began on Something To Believe In (1997), and Godzilla (May 1997), that she returned to work. NBC continued to search for a suitable television project for Pitillo, and with input from Littlefield, developed the sitcom House Rules, which aired as a mid-season replacement in March 1998.