"[The show] showcases the ‘real’ Rickey," said D’Angela Proctor, the network's vice president. "We see his real job, real friends, real kids and his really crazy life. As a successful member of our Radio One family, Rickey’s return to TV One is sure to resonate with our audience." Smiley had previously starred on his own scripted series on TV One titled The Rickey Smiley Show.
In April 2016, TV One renewed the series for a second season which premiered on May 10, 2016.
In August 13, 2018, TV One renewed the series for a fifth season that is set to premiere on October 30, 2018.