 Astorino is one of the founders of 1050 AM ESPN Radio in New York City; he served as WEPN's executive producer, as executive producer of "The Michael Kay Show", as a host on the MSG Network, and as the first program director for Sirius Satellite Radio's "The Catholic Channel".Astorino served on the Westchester County Board of Legislators from 2003 to 2005, when he launched an unsuccessful bid to unseat then-Westchester County Executive Andrew Spano.In 2009, he challenged Spano again and prevailed.