Boortz's first involvement with radio was in the 1960s, while he was a student at Texas A&M University, working as a local on-air personality at WTAW-AM. After moving to Georgia, he became an avid listener of Atlanta’s first talk radio station. Boortz became a regular caller to the morning talk show. When the show's host died, it created a job opening, which Boortz actively pursued. He was initially hired on a two-week "trial run", and later offered the permanent position. Boortz attended night law school, earning a law degree in 1977. For some years he worked as both an attorney and as a talk show host. He eventually closed his law practice in order to concentrate on his work in radio.
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