He began sharing his radio commentary in 2005 when he hosted a live call-in radio show for The Heritage Foundation, discussing a wide range of policy issues. In 2007, he created a popular Capitol Hill show called “The First Friday” podcast.
In 2010, he began guest hosting for various shows on WMAL Radio in Washington, D.C. and in 2011, he began working with WBAL Radio in Baltimore, MD, hosting weeknights 9 pm to midnight. WBAL moved him to weekdays 12-2 pm in April 2013 and he left WBAL in 2017. He began hosting mid-mornings on WCBM in Baltimore in 2019.
He began hosting “The Daily Daily Caller” podcast in 2017 and then in 2020, he took over the podcast and renamed it to “The Derek Hunter Podcast”.