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The Matt Show

Personal interviews where creatives tell me everything. The Matt Show explores what moves our shared culture and the people behind it. Each episode takes you inside a creative's life to hear their story, understand their process, and better understand your own. Watch on YouTube: https://www.youtube.com/@themattshowhq Follow me on Instagram @nonstop.matt TikTok @themattshowhq

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"I Can't Want This More Than You" | Chris Classick on What Artists Get Wrong About Teams

Chris Classick built Classick Studios in Chicago the year after he lost his mother. He had gear, a bedroom, and nothing left to fear. Two decades later, his studio has hosted Chance the Rapper, Khelani, SZA, Tyler the Creator, Lil Wayne, Chief Keef, and dozens more. In this episode, Chris breaks down what it means to be a creative architect, why artists only have one job (just be themselves), how…

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The Secret to Being "Believable" in a World of Fakes | Cansell & DagZ Interview

alen Cancel and Andrew "DagZ" are two of Chicago's most plugged-in creatives. DJs, event curators, community builders. They've been shaping how the city's nightlife and music scene feels for years. This conversation went everywhere.We got into Filipino culture in Chicago, what makes someone “believable” vs. “fake”, whether chivalry is dead in 2026, what happens when friend groups fall apart, and…

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He Reversed Racism on Strangers and Got 300K Followers in 30 Days | Foreverband Interview

Forever Band is a Chicago recording artist and content creator who went from 7K to 340K followers in about a month after his videos reversing microaggressions on strangers racked up hundreds of millions of views. He joins Matt to talk about how it all happened, his views on race in America, why he quit drugs and alcohol, his take on love and marriage, and his come up in Chicago's music scene.They…

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Lil Durk Slid in Her DMs After A Cover Post | Sydny August Interview

Sydny August is a Chicago-born singer who went from recording music in her college dorm room to getting signed by Lil Durk to OTF (Only The Family) - and it all started with a birthday Instagram post.In this episode of The Matt Show, Sydny shares the crazy random story of how Lil Durk discovered her music, DM'd her out of nowhere, and eventually brought her into the OTF family. We dive deep into…

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Hit $100K Months in E-com, Went Broke, then Built an AI Empire: Gera Baano Interview

From E-commerce success to the cutting edge of AI, I’m joined by serial entrepreneur Gera Baano to talk about the highs and lows of building in tech at a young age.Gera Baano has lived several business lifetimes before the age of 25. From selling a dating app to managing 6-figure e-commerce brands, Gera now focuses on Polymath AI and Ghostbuilt, where he is redefining how products are made using…

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How to Be a "Human-First" Artist Manager in 2026: Juliana Miller

I sit down with Juliana Miller — an artist manager, A&R at Classicks Never Die, DJ, and member of The Recording Academy — to talk about what it really takes to guide artists through the highs and lows of music. From discovering talent to helping creatives find their rhythm, Juliana shares lessons on building trust, protecting your energy, and staying grounded in purpose while moving through the…

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Betting on Chicago Tech: Landon Campbell

Landon Campbell is an investor the general manager at Drive Capital, Chicago. He's also the author of LandonsLoop where he writes about innovation in Chicago tech. Landon relentlessly puts-on for the city of Chicago to be a center of hyper-growth in tech and AI innovation. We talk about his background in venture capital and what he sees for the growth of Chicago as a tech ecosystem.Follow us on…

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Matt's Entrepreneurial Journey: 8 Years Distilled In 30min

{Listen to the full experience on my Substack Matt's Recap} Custom resume for VaynerX & Mike Boyd Jr https://open.substack.com/pub/mattsrecap/p/matts-entrepreneurial-journey-8-years?r=2dcz9j&utm_campaign=post&utm_medium=web&showWelcome=true

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Chicago’s #1 Music Business Lawyer: Artists, Understand Your Value!

Eddie is a seasoned professional in the music industry. As an attorney, he founded 'Protect and Collect,' specializing in intellectual property. He's taught at SAE, is an adjunct professor at Columbia College Chicago, and has spoken at major events like South by Southwest. Sometimes Eddie is a DJ! Eddie is deeply ingrained in Chicago's music and cultural ecosystem. Follow Eddie on Instagram or…

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The Stitch Gawd on Making Custom Jackets For Kendrick, Bad Bunny, and Kanye

Emma Mckee is a legendary cross stitcher. In 2014, Emma stitched her first piece: An adaptation of Will Prince’s artwork for Chance the Rapper’s song “Hey Ma.” She followed that with a piece for street artist JC Rivera, Chicago’s “Bear Champ.” Her portfolio expanded from there, as she firmly planted herself within Chicago’s rap community, as the scene’s preeminent — and only — hip-hop cross…

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