Baldwin entered South Florida as the program director of WRMF-FM and later was the operations manager of Dignity Media in November 2014. He added duties as the program director at WMEN-AM, WFTL-AM and WEAT-FM.
The cluster of radio stations were sold in February 2017 and he became the operations manager at Alpha Media. They were sold again in January 2019 to Hubbard Broadcasting and he continued his role as operations manager. He stayed in that organization until November 2019.
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