Cherones began as a television director on My Sister Sam in the 1980s. In the 1990s, he became noted for directing and producing Seinfeld (81 episodes) and NewsRadio (56 episodes). His work on Seinfeld won him high praise as well as an Emmy, a DGA Award and a Golden Globe Award. In 2003, he was inducted into the Alabama Stage and Screen Hall of Fame.
For over ten years he has taught a Film Production course at the University of Alabama, where he earned a Master's degree. In 2012 Cherones published his first novel, "The Hardly Boys," a parody of the old "Hardy Boys" books. He divides his time between the coastal town of Florence, Oregon; Taos, New Mexico and Los Angeles, California.