Calichman represented the LA Galaxy from 1996-1998, debuting for the club during the LA Galaxy’s first-ever match, a 2-1 win over the New York/New Jersey MetroStars at the Rose Bowl on April 13, 1996. In total, he made 113 appearances – all starts – during his time in MLS, appearing for the Galaxy, New England Revolution and San Jose Earthquakes. In addition to his distinguished career in MLS as a player, Calichman served on staff at Toronto FC as an assistant coach from 2014 to 2020. Prior to his time with Toronto FC, he was the head coach of the men's soccer team at Claremont McKenna College in Claremont, Calif., from 2004-2014. The product of Huntington Station, NY, and Vanney were teammates along the LA Galaxy’s backline together during his three seasons with the club.