He graduated from Elwood-John Glenn High School in 1989 and attended SUNY Oswego, earning a degree in Public Justice in 1993.

From there, he joined the writing staff of Comedy Central's The Man Show starring Adam Carolla and Iacono's cousin Jimmy Kimmel.

[5] Iacono was the co-host through the rest of the run of the series and was nominated for an Emmy Award in the Outstanding Game Show Host category.

These comedy bits are often shot using a hidden camera, and "Cousin Sal" either helps Jimmy prank their aunt Chippy or he pretends to be a store employee or delivery person who is incredibly inept or annoying.

Cousin Sal's victims are invariably dumbfounded or become extremely infuriated, much to the delight of the viewing audience.

on May 16, 2008, Iacono had a birthday cake delivered to Kimmel on air by his favorite wrestler Rowdy Roddy Piper.

[7] Iacono (as Cousin Sal) is a regular guest on The Bill Simmons Podcast, appearing on Sunday nights during the NFL season with Guess the Line for the next weeks NFL games, often defends the Dallas Cowboys, and talks about sports and sports betting with Bill.