Television writing and hosting Iacono's first foray into television writing was on the
Fox Sports program
Sports Geniuses, In 2002, Iacono joined
Kimmel during his weekly prognostication sketches on
Fox NFL Sunday. Iacono wrote for the puppet show
Crank Yankers. When ''
Win Ben Stein's Money'' co-host
Nancy Pimental left the show in 2002, Iacono replaced her, becoming
Ben Stein's co-host and comic tormentor. 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.
Jimmy Kimmel Live! Iacono has been a permanent member of the
Jimmy Kimmel Live! writing staff since 2003.
WWE On
Jimmy Kimmel Live! on May 16, 2008, Iacono had a birthday cake delivered to Kimmel on air by his favorite wrestler
Rowdy Roddy Piper. He and Piper were confronted by
Santino Marella, who had the cake thrown on him and was attacked by Iacono. The following Monday, Marella (dressed as Piper) brought Iacono to the ring on
Monday Night Raw to "apologize" to "Cousin Sal". The real Piper entered the ring and Marella got his own apology cake thrown on him and on his way back to the locker room, he challenged Iacono to a wrestling match, which Piper accepted on Iacono's behalf. The match took place at the
Friday Night SmackDown! tapings in
Los Angeles on June 6, 2008. Sal was accompanied to the ring by Kimmel and Piper, and won the match.
Podcasts Iacono (as Cousin Sal) is a regular guest on
The Bill Simmons Podcast, appearing on Sunday night episodes during the
NFL season. The duo humorously recaps the day's games and competes in predicting the
spreads for the next week's slate during the "Guess the Lines" segment. Iacono also joined the
Adam Carolla Podcast on Mondays during the 2010 NFL season to discuss the previous day's games. In May 2017, Iacono became host of the
Against All Odds gambling podcast, part of Simmons'
Ringer Podcast Network. The final episode was released on August 13, 2025, with Iacono announcing that the podcast had been cancelled by The Ringer. In July 2020, Iacono debuted a new podcast called
Extra Points with his friend
Dave Dameshek as part of a newly formed sports gambling media company of the same name founded by Iacono.
Writing Along with his appearances on Bill Simmons' podcast, Sal was also a regular columnist on
Grantland.com, which was a sports and pop culture website formerly run by Simmons. His book, ''You Can't Lose Them All'' was released in early 2021.
Fox Sports Iacono was an analyst on the
Fox Sports gambling show,
Fox Bet Live from 2018 until its cancellation. In 2002, Sal was a guest prognosticator with his cousin Jimmy Kimmel on
Fox NFL Sunday. Starting in 2019, Iacono was the prognosticator for
Fox NFL Thursday. ==Personal life==