Too $hort Talks Blow the Whistle, Working with Biggie & Tupac and New Album "Sir Too $hort, Vol. 2" episode artwork

EPISODE · Sep 4, 2026 · 1H 20M

Too $hort Talks Blow the Whistle, Working with Biggie & Tupac and New Album "Sir Too $hort, Vol. 2"

from Zach Sang Show

Too $hort joins us to look back on more than four decades in hip-hop and the stories behind one of the genre’s most enduring careers. He takes us back to Oakland in the ’80s, when he was selling $20 custom raps on cassette to local drug dealers, and explains how his voice and name became famous around the Bay Area before people even knew what he looked like. He also gets into the stories behind songs like “Freaky Tales” and “Blowjob Betty,” his mother’s reaction to his music, the meaning of being a “player,” and why his supposed retirement in 1996 was never quite what it seemed.Now 60 years old and still going strong, he breaks down his place in hip-hop history, from the ’90s East Coast–West Coast rivalry and the rise of hyphy to the Lil Jon collaboration that changed the course of his career and the making of “Blow the Whistle.” Too $hort shares what it was like recording with The Notorious B.I.G., Tupac and JAY-Z (the only rapper to do so!), including watching Biggie work without writing down his verses and the incredible speed of Tupac’s process. Plus, he talks working with Snow Tha Product, forming Mount Westmore with Snoop Dogg, Ice Cube and E-40, becoming a father later in life, and so much more.SUBSCRIBE to Our Podcast ►►https://tinyurl.com/48yfe4v5SUBSCRIBE to YT ►►https://tinyurl.com/5n8km55uFollow The Zach Sang Show:https://tiktok.com/@zachsangshowhttps://www.instagram.com/zachsangshow/https://twitter.com/zachsangshowhttps://www.facebook.com/ZachSangShow/See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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Too $hort Talks Blow the Whistle, Working with Biggie & Tupac and New Album "Sir Too $hort, Vol. 2"

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