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Digable Planets feat Butterfly and Doodlebug

15.10.2026 · 42 Min.

Shownotes

Digable Planets helped redefine the possibilities of hip-hop in the early 1990s, blending jazz, funk, political consciousness, and a distinctly cosmic sensibility into a sound that resisted easy categorization. More than three decades later, Ishmael Butler (Butterfly) and Craig Irving (Doodlebug) join Donwill backstage at Brooklyn Bowl to revisit the group's unlikely beginnings, from three artists representing Seattle, Philadelphia, and Maryland to a Grammy-winning collective that made Brooklyn its creative home. They reflect on the success of Reachin' (A New Refutation of Time and Space), the complicated cultural politics of winning a Grammy in hip-hop's early years, and how their revolutionary upbringing informed the music and visual identity of Blowout Comb.  Digable Planets break down:

  • The origins of Digable Planets: How three MCs from different cities found one another and built their creative foundation in Brooklyn.

  • The making of Blowout Comb: How Black Panther Party newspapers, revolutionary family histories, and live musicians shaped the group's second album.

  • The Grammy paradox: Why winning Best Rap Performance by a Duo or Group was both a milestone and a complicated achievement in early-'90s hip-hop.

  • Why rap groups are disappearing: How social media, individual branding, and changing ideas about community have transformed hip-hop's collaborative culture.

  • Beyond the jazz rap label: Why the group resisted genre restrictions, how their music found new life through Snoop Dogg and E-40 samples, and what keeps their catalog relevant across generations.

Be sure to check out Ladybug Mecca's episode on Blowout Comb, too!

🤳🏾 Got a question, comment or compliment? Leave a message today at 1-877-DONWILL (366-9455) It might just end up in an episode!🎙️

Follow Donwill for fun hip-hop history, cultural commentary, and more.

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Created and hosted by award-winning artist and cultural commentator Donwill, The Almanac of Rap is Areya Media’s living archive of hip-hop history, told by the people who made it. Through deeply researched interviews, cultural deep dives and conversations with artists, producers, DJs and architects of the culture, the series connects hip-hop’s past to the ideas shaping its future.

A two-time Webby Award winner and three-time w3 Gold Award winner, The Almanac of Rap approaches hip-hop with the curiosity of music journalism and the intimacy of conversation documenting the stories, sounds and cultural details that deserve a permanent place in the record.


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