She made her film debut in the thriller River's Edge (1986) before gaining mainstream exposure for her starring role in Cameron Crowe's Say Anything... (1989).

She continued to appear in films throughout the 1990s, with notable roles in Gas Food Lodging (1992), Wayne's World (1992) and One Night Stand (1997).

Skye also guest-starred on several television series, including The Twilight Zone (2002), Private Practice, and a recurring role on Arrested Development.

[6] In 1992, she played the role of Eleanor Grey on the short-lived television series Covington Cross, starred in Allison Anders's debut feature film Gas Food Lodging (which also featured Skye's brother Donovan Leitch),[7] and had a supporting role in the Stephen La Rocque film Samantha.

She subsequently had supporting roles as Elise in the comedy Wayne's World (1992) and the Mike Figgis-directed drama One Night Stand (1997).

In an interview with mondo-video.com[8] in December 2010, Skye said she had not paid perfect attention to her career arc over the years, saying she "never struck when the iron was hot" when it came to going after big Hollywood roles in her 20s.

[14] From the age of 16, Skye had a relationship with Anthony Kiedis, singer for the Red Hot Chili Peppers for several years.

[15] Skye's home in Hollywood, and Netto's apartment in New York City were featured in the February 2003 issue of Vogue.