Cutler grew up in an audio-loving family; his dad was a radio producer. In 2016, Cutler launched Parcast, aiming to give a mainstream audience an alternative to the podcast market's quirky comedians and NPR imitators. The network’s first two series, "Unsolved Murders" and "Remarkable Lives, Tragic Deaths," quickly found success. Since beginning, Parcast has totaled over 80 million downloads. Cutler was recognized in Forbes 30 Under 30 Media list in 2019.