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The path from Patchogue to Hollywood began innocuously at an uncle's wedding when he was 6. A photographer asked to take Connolly's picture.
[Eileen Connolly] soon found her son's face on boxes for inflatable punching bags and pool toys and on television in a Chips Ahoy! commercial. In 1990, Connolly made his film debut in "Rocky V."
Here was, and still is, Los Angeles. Connolly landed a role in the WB sitcom "Unhappily Ever After" for five seasons, beginning in 1995. That gave him some job security in a town not exactly known as an occupational sanctuary. He also directed a few of the later episodes of the show. Connolly went behind the cameras again to direct a short, "Whatever We Do," which premiered at the 2005 Sundance Film Festival, and the feature film "Gardener of Eden," which is in post-production.