No Ceilings with Glasses Malone

In this episode of No Ceilings Live, Glasses Malone and the crew pull listeners behind the scenes as they map out plans for the evolving CCS/Crip Store space, discussing everything from studio design and vinyl flooring to retail displays, DJ booth concepts, and exclusive autographed gangster-rap memorabilia. What begins as a conversation about music quickly expands into entrepreneurship, brand building, and creating a cultural hub that reflects the history and influence of West Coast hip-hop. The crew also addresses the realities of online discourse, pushing back against social media-fueled narratives, manufactured rivalries, and the pressure to constantly “pick sides” in artist conflicts.
The episode takes a more personal turn as Glasses shares an emotional update on his brother Moses, reflecting on the challenges, frustrations, and resilience that come with a long recovery journey. Later, Snoop Dogg joins the conversation to address royalty disputes involving Daz Dillinger, breaking down music industry realities such as advances, recoupment, publishing, and artist compensation. Blending personal reflection, business insight, and hip-hop industry transparency, this episode offers a raw look at family, loyalty, entrepreneurship, and navigating conflict both online and behind the scenes.

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In this episode of No Ceilings, Glasses Malone sits down with writer and showrunner Malcolm Spellman for an in-depth conversation about Hollywood, storytelling, and the realities of large-scale television production. Spellman breaks down how major productions operate like “300-person machines,” with union dynamics, departmental politics, and the immense pressure placed on showrunners when projects succeed or fail. The discussion explores what makes timeless storytelling resonate, with praise for The Wire as a groundbreaking example of authentic, layered writing, while also unpacking how long-running shows often struggle to maintain quality without “jumping the shark.”
The conversation also dives into Malcolm Spellman’s unconventional journey into the entertainment industry, from selling a spec script to building a résumé that includes Empire, Truth Be Told, The Falcon and the Winter Soldier, Hip Hop Uncovered, Captain America: Brave New World, Bel-Air, and Snowfall. Together, they discuss how technology and streaming have shifted music and film into market-share businesses, while highlighting the importance of preserving authenticity and human storytelling in hip-hop and entertainment culture.

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In this episode of No Ceilings, Glasses Malone sits down with Mackwop of Top Dawg Entertainment for a candid conversation about hip-hop, branding, and the realities of building a career in music. Mackwop reflects on “falling into” rap before realizing how much he still needed to learn about the business side of the culture—from understanding BPMs and hit records to marketing, branding, and artist development. He shares stories about early mentorship, creating records like “200,” quitting his job to fully pursue music, and approaching early label deals with a hustler mentality instead of a long-term artistic vision.
The discussion also explores the evolution of streaming, podcasting, and independent media following projects like Tupac Must Die, an iHeartMedia podcast deal, personal setbacks, and the release of Cancelled. Mackwop and Glasses unpack how digital platforms have become more difficult yet more powerful for shaping identity, building community, and giving outsiders a fuller perspective on street culture. They also critique the rise of “hood vlogs,” the commercialization of street credibility, and the lack of accountability surrounding cultural exploitation—delivering a raw conversation on authenticity, survival, and protecting the integrity of hip-hop culture.

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In this episode of No Ceilings, Glasses Malone sits down with Toronto-based artist Sty Low to discuss street culture, identity, and hip-hop’s global influence. Originally from France with Ivorian roots, Sty Low shares how artists like Bone Thugs-N-Harmony, Tupac Shakur, and Snoop Dogg helped shape his understanding of English and hip-hop culture. The conversation breaks down how “gang banging” is often misunderstood as only violence rather than community politics, diplomacy, and territorial navigation, while also exploring the global perception of Canada, Toronto street culture, and the international impact of the Drake vs. Kendrick Lamar battle.
The discussion expands into the music industry’s marketing tactics, with Glasses examining how labels use “Passover” artists to introduce Black music to mainstream white audiences, drawing comparisons across rap, rock, and R&B history. He also distinguishes rap from hip-hop culture, emphasizing authenticity, local storytelling, and the importance of artists embracing their real-life experiences and cultural roots.
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In this episode of No Ceilings, Glasses Malone is joined by author and sportswriter Jeff Pearlman for a deep dive into music history, sampling, and the evolution of hip-hop production. Using examples tied to Michael Jackson, Marvin Gaye, and Ray Charles, they break down how interpolation and influence have shaped pop and hip-hop music, arguing that borrowing from the past doesn’t diminish artistry when done with intention and acknowledgment. The conversation also touches on legal controversies like Robin Thicke’s case, while highlighting how elite producers such as Pharrell Williams, DJ Quik, and Dr. Dre transform inspiration into innovation, and why early hip-hop artists often had deeper musical foundations.
The discussion shifts to Pearlman’s book Only God Can Judge Me, offering an investigative look into the life of Tupac Shakur. Pearlman shares insights into the extensive research behind the project, uncovering lesser-known stories, family history, and the real-life context behind songs like “Brenda’s Got a Baby.” They also address public backlash, misconceptions, and the challenges of telling complex stories about iconic figures. Blending music analysis with cultural storytelling, this episode delivers a thoughtful exploration of artistry, legacy, and the deeper narratives that shape hip-hop history.

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