He specialized in providing handicapping analysis for National Football League (NFL) games and horse racing.

[2] Throughout his childhood, he travelled annually with his father to Florida for spring training with the New York Yankees, where he served as a batboy and became friends with Joe DiMaggio.

During this time, he gained the monikers of "The Hammer" and "Hammerin’ Hank" because he would bang a gavel on the desk when he argued with his co-host.

[1] He simultaneously held the aforementioned three positions until 1992, when he was dismissed from WIOD for publicly disregarding his program director's instructions.

[4] He moved to Las Vegas in July 2018, two months after the US Supreme Court struck down the federal law that criminalized sports betting.

[1][2] Goldberg was diagnosed with kidney failure caused by diabetes in 2015, and his right leg was eventually amputated below the knee in October 2021.