Jenifer Convertible was formed in early 1994 by Lenny Zenith (vocals, guitar), Jim Santo (guitar, vocals), Jamie Pertusi (bass, vocals) and Andy Moore (drums). the band's first single, "Co-dependency" b/w "The Car Song," produced by James Murphy (Pony), was released in spring of that year by Puddle Records to critical praise and heavy airplay on such influential New York-area radio stations as WNYU, WFDU and WFMU. "The Car Song" was also selected as one of the first Action Ready Singles distributed on-line by the trend-setting Sonicnet.
Explosive performances at such venues as Brownie's, Knitting Factory, CBGB, The Cooler, Tramps and Irving Plaza won the band a loyal following and a reputation as one of the city's best live acts. JenCon has performed at every major music festival in the region, including New Music Seminar, CMJ Music Marathon, NYU Independent Music Festival, Macintosh New York Music Festival and the Philadelphia Music Conference.

A second 45, "SpeedRacer" b/w "Rewind" was released by Puddle in spring 1995. Produced by Ray Ketchem (Melting Hopefuls, Shirk Circus, The Original Sins), the seven-inch again gained favorable reviews and substantial airplay. Smug Magazine that summer predicted Jenifer Convertible "will be the next great pop band to come out of New York."

In May 1995, Moore quit to take a job in Maine. Not missing a beat, the band promptly recruited drummer Eddie Siino. A songwriter in his own right, Siino brought even more emotional intensity to JC's live shows, along with great songs like "Overload" and "Pretty Dress." In February 1996 Jenifer Convertible began recording its first LP with Wharton Tiers (Sonic Youth, Dinosaur Jr., Teenage Fanclub, Helmet) producing. Completed in June 1996, "Wanna Drag?" was be released in the summer of 1997 by Yum Records.