The interview features Craig Irwin, also known as Doodlebug, from the pioneering hip-hop trio Diggable Planets. The conversation begins with a discussion about the group's influential debut single, "Rebirth of Slick (Cool Like Dat)," and the creative process behind it, highlighting the group's innovative use of samples and their advantageous track development.

Doodlebug shares insights into the enduring popularity of their music, attributing it to its originality and authenticity, which continues to resonate with fans. He recounts a pivotal moment when the group's performance on "In Living Color" helped launch the song into mainstream success.

 The conversation transitions to another significant track, "May 4th Movement," inspired by a historic Chinese student rebellion. Doodlebug explains how the group's interest in global rebellions influenced their music and how this song encouraged listeners to think freely and question the status quo.

 Doodlebug also discusses the trio's connection with the Bay Area music scene, mentioning collaborations with local artists and the region's vibrant cultural history. Doodlebug advises upcoming hip-hop artists, emphasizing the importance of a supportive and driven team.

The interview wraps up with a preview of Diggable Planets' upcoming shows at the Blue Note in Napa, promising fans an intimate and energetic experience. Doodlebug expresses enthusiasm for performing live and engaging closely with the audience. Host Steve Roby concludes by thanking Doodlebug and expressing excitement for the upcoming shows.