DJ Envy's big break on the radio came when he mixed once a month for Hot 97's show called "Takin' it to the Streets", hosted by Angie Martinez from 12:00 am to 4:00 am, but later filled in when Martinez became pregnant. He then co-hosted Hot 97's morning show with Miss Jones from 6 am-10 am daily. His run on the morning show ended in July 2008 when Miss Jones moved to Philadelphia, Pennsylvania. DJ Envy spun on his own mixshows on Hot 97 called "The People's Mix" on Saturdays from 12:00 pm to 2:00 pm and "The People's Choice Hit List" on Sundays 5:00 pm to 8:00 pm. He had a segment on Hot 97 titled "New at 2", where he played the newest hits from 2:00 pm to 2:30 pm. He hosts Hip-Hop Nation's afternoon show on Sirius XM Radio on weekdays 5:00 pm to 10:00 pm EST and on weekends he used to do a show from 2:00 pm to 6:00 pm on Power 105.