Cassandra, a Boynton Beach native, was an intern at ESPN Radio 760 WEFL-AM in the mid-2000s. He became a part of the media relations department for the Jupiter Hammerheads and the Palm Beach Cardinals at Roger Dean Stadium in Jupiter.
He was with Cox Radio Group in Orlando from 2007 until 2020. He started at WDBO-AM as an overnight traffic anchor.
Cassandra, a University of Central Florida grad, later held numerous positions when WDBO-AM had a news talk format and a sports talk format along with WDBO-FM with its news talk format. They included news reporter, sports anchor, afternoon producer, midday producer, afternoon show producer, afternoon sports anchor, executive producer and assistant program director.
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