At 14, Jake Fogelnest started his own public-access television show in Manhattan. At 16, he was the host of his own talk show on MTV. At 17, he was unemployed and in a drug rehabilitation clinic. Now, at 18, he is back, rebuilding his career as a radio host, producer, musician, record executive, comedian and more. In just four years, Jake Fogelnest has completed a career cycle that typically spans a lifetime. And he still lives with his mother.

Although Mr. Fogelnest is 18, he still looks 14. A scrawny guy in an oversize blue T-shirt with a thin growth of black hair that looks out of place on his baby face, Mr. Fogelnest has made a career out of being a smart aleck.