After this appearance, Negron ventured into being a Hollywood extra, as well as a repeat contestant on Chuck Barris' ABC daytime show The Dating Game.

[2] Negron's motion picture appearances included Angels in the Outfield, The Aristocrats, Better Off Dead, Call Me Claus, Easy Money as the tenacious son-in-law of Rodney Dangerfield's character, Fast Times at Ridgemont High, River's Edge, The Last Boy Scout, Nothing but Trouble, Punchline, The Stoned Age, Stuart Little, Young Doctors in Love, Funky Monkey, Bio-Dome with Pauly Shore, How I Got into College, and Vamps, in which he reprised his Fast Times at Ridgemont High pizza delivery scene.

[2] Among Negron's television appearances are guest star roles on Hill Street Blues, That's So Raven, So Little Time, The Fresh Prince of Bel-Air, The Ben Stiller Show, Curb Your Enthusiasm, Reno 911!, Friends, My Wife and Kids, Seinfeld, ER, Party of Five, and Falcon Crest.

In 2008, he wrote The Unbearable Lightness of Being Taylor Negron – A Fusion of Story and Song, directed by opera director David Schweitzer and co-starring singer/songwriter Logan Heftel.

Negron was a regular contributor to Wendy Hammer's Tasty Words, Jill Solloway's "Sit and Spin", and Hilary Carlip's online magazine Fresh Yarns, as well as the Huffington Post.

He performed regularly across the United States and was one of the original members of the UnCabaret, dubbed "The Mother Show of Alternative Comedy" by the LA Weekly, where Negron fused standup, dada poetry, and stream of consciousness storytelling.

[citation needed] Negron was an accomplished painter whose artwork has been featured in solo exhibitions at venues such as Los Angeles' Laemmle Royal Theater and the Hotel de Ville Lifestyle.