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Icewear Vezzo joins The Jay Hill Podcast for a revealing conversation about leaving the streets behind, fatherhood, marriage, money, Detroit, business, generational wealth and why he can proudly say today, **“I don’t live my raps.”** Vezzo has built the career, made the money and created businesses, but his definition of success is changing. Today, he says the next level isn't simply making more money. It's having enough freedom to spend more time with his wife, children and himself. That evolution also changed the way he views his past. Vezzo explains that the experiences in his music are real, but they don't represent the life he's currently living. After losing his cousin shortly before he was supposed to return home from federal prison and later becoming a father, Vezzo began realizing he had too much to lose to continue living by the same rules that once helped him survive. He also opens up about learning to make music sober, trying to clean up his image after signing with Motown, and eventually realizing that growth didn't require him to erase his past. **“You gotta find your place within yourself before you find your place in this world.”** The conversation expands into why successful rappers continue returning to dangerous environments, retaliation when you have something to lose, Black unity and accountability, Detroit's hip-hop history, Big Sean, Eminem, Blade Icewood and the independent culture that helped shape the city's sound. Vezzo also gets transparent about the business behind his success, including major-label advances, taxes, owning businesses for the wrong reasons, managing millions of dollars and why making money and understanding money are two completely different skills. Then the conversation gets personal. Vezzo discusses growing up alongside his wife, whether he ever felt undeserving of her love, why young men shouldn't force relationships, fatherhood and why the success he's chasing today looks very different from the success he wanted when he was younger. ### In This Episode: • Why Vezzo says he doesn't live his raps anymore • Money versus having control of your time • Fatherhood and having more to lose • Why s Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Rosama joins The Jay Hill Podcast for an honest conversation about his journey from Paris, Texas to 600 Ent, coming up alongside BigXthaPlug, working at FedEx while his music was doing millions of views, fatherhood, personal growth, and why he believes his biggest moment is still ahead of him. Long before the success, Rosama was making music. He started rapping at nine years old, recorded inside a studio in his closet, played football, and eventually connected with BigXthaPlug in high school before the two discovered they were actually cousins. As their music began gaining traction, Rosama watched BigX get the spotlight first while continuing to build his own career. His perspective on that journey? “He just got the spotlight before I did.” Rosama opens up about their early records, the rise of 600 Ent, and what it was like watching someone he came up with reach another level before him. He also addresses conversations surrounding his absence from the XXL Freshman cover and why he refuses to measure his journey against somebody else's timeline. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Bay opens up about becoming more serious about music after his father was incarcerated, making pain music, building momentum in New York, working with artists like Lil Durk, G Herbo and Rich The Kid, and repeatedly getting close to his breakthrough without completely getting over the hump. Eventually, that momentum led to a deal with Interscope Records around 2018. But what Bay thought would take his career to another level instead became another setback when the A&R who believed in him left the company shortly after he signed. Bay says budgets stopped moving, communication changed, and his ability to release music slowed down. Years and multiple situations later, Bay finally became independent. Then came the timing that changed everything: Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

In this episode of The Jay Hill Podcast, Biskit breaks down how his years in nightlife gave him the relationships, skills, and access that would eventually help him become an entrepreneur. He shares how R&B Mimosa Festival started from a simple idea, unexpectedly took off, and forced his team to quickly learn the difference between promoting an event and actually operating one. Biskit also opens up about the business behind large-scale festivals, including marketing, vendors, staffing, liquor laws, touring into new cities, and why a full festival can cost around $100,000 to produce. He explains how the success of his events helped him expand into the restaurant industry, the lessons he learned from his first restaurant deal, and how relationships became a form of capital when he didn't always have the money himself. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

In this episode of The Jay Hill Podcast, Baltimore entrepreneur 7Streams sits down with Jay Hill for a wide-ranging conversation about his journey from the streets and prison to entrepreneurship, ownership, relationships, wealth, and building a life on his own terms. 7Streams opens up about spending roughly 11 years incarcerated throughout his life, including six years in federal prison, and explains why he doesn’t believe every formerly incarcerated person should be given the same blueprint for success. Instead, he believes people have to identify their individual gifts, strengths, and what they’re actually willing to work for. The conversation then turns to money and independence, where 7Streams explains one of the philosophies that has shaped the way he does business: “If you allow me to feed you, then you’re giving me permission to starve you.” For him, financial freedom isn’t about looking rich. It’s about ownership, controlling how you make your money, employing your people, and building something that can’t disappear because someone else decides to “cut you off.” Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Yahki Awakened joins The Jay Hill Podcast for a deep and unfiltered conversation that goes far beyond herbs and holistic health. Known for challenging conventional ideas about the human body, food, disease, and healing, Yahki breaks down his views on modern medicine, nutrition, spirituality, education, Black trauma, incarceration, and the experiences that transformed his life. But this conversation isn't simply about what Yahki believes. It's also about why he believes it, where he's changed his mind, and why he thinks people should question everything — including him. Yahki opens up about his journey from the streets and gang involvement to incarceration, studying the human body, and eventually dedicating his life to health and education. He discusses how trauma can shape individuals and communities, why environment matters, and how his own experiences ultimately pushed him toward a completely different purpose. The conversation also tackles some of Yahki's most controversial views. He explains why he believes natural approaches to health deserve greater attention, while also making it clear that he doesn't believe holistic health means rejecting modern medicine altogether. Yahki even reflects on beliefs he's changed over the years and why receiving new information should sometimes force you to reconsider what you once thought was true Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

There’s a side of Nino Paid that the music, social media, and public image don’t always show. In what may be his most vulnerable interview yet, Nino Paid sits down with Jay Hill for an honest conversation about family, mental health, success, music, and the emotional weight that can come with experiencing everything you once wanted. Nino opens up about meeting his biological family and how deeply the experience affected him mentally. He talks about crying, processing emotions he wasn’t prepared for, and eventually having to find his way back to a place where he could work and create again. But that vulnerability carries throughout the entire conversation. Nino explains how signing a deal changed his relationship with music, admitting that something he once did purely because he loved it eventually began to feel like a job. He discusses the pressure to recreate successful records, navigating meetings and industry expectations, learning when to network and when to protect his energy, and trying to remain creative when creativity becomes a business. The conversation also explores his upbringing in Landover, Maryland, his time incarcerated and how being around people from different cities unexpectedly expanded his musical influences, the importance of hometown support, streaming, relationships, misconceptions about who he is, and the difference between the person people see and the person behind the music. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

In this episode of the Jay Hill Podcast, Omeretta joins Jay Hill for one of her most honest and thought-provoking conversations to date. Known for her viral record "Sorry Not Sorry," Omeretta opens up about the truth behind the song, why she has no regrets, and the biggest misconceptions about how it impacted her career. She explains why she stepped away from music, why she refuses to chase trends, and why staying true to herself has always mattered more than fitting the industry's formula. The conversation goes far beyond music as they discuss authenticity, social media, going viral, label expectations, and the pressure artists face to sacrifice who they are for success. Omeretta also shares her thoughts on building a lasting career, creating timeless music, and why she believes too many artists are chasing moments instead of legacies. This is a conversation about choosing purpose over popularity and staying true to yourself in a world that constantly asks you to be someone else. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

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Most people in the beauty industry believe success means getting more clients. Selina Alexander believes that's only the beginning. After spending more than two decades building a successful salon, Selina realized that working behind the chair alone wasn't enough to create long-term freedom. Today, her mission is to help beauty professionals stop relying solely on their hands and start building businesses, credit, funding, and financial security that will last long after they step away from the salon. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Trishonna Helm Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

A lot of people think the only way to make money is by working harder. Long hours. Physical labor. Doing whatever it takes just to get by. In this episode, we sit down with Abram Mitchell, who went from doing hard labor fixing car windows in the heat… to making real money in real estate. Not overnight. Not by luck. But by finding a different path and committing to it. We talk about how he discovered wholesaling, why it stood out to him, and how that one decision changed the direction of his life. From making his first deal to eventually building homes from the ground up, this conversation breaks down the real progression — not just the highlight moments. This isn’t about skipping work. It’s about understanding that there are different ways to apply it. If you’ve ever felt stuck doing work that doesn’t move you forward, this episode might give you a different perspective. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

The crew talks through everything from house parties, Atlanta traffic, hosting events, DJ chemistry, and professionalism, to relationships, first arguments, emotional maturity, and what it really means to understand somebody instead of just wanting to be understood. Along the way, the conversation opens up into bigger topics like inclusion, internalized homophobia, representation in media, embarrassment, starting over, and how people grow through discomfort. Later in the episode, the conversation takes a sharp turn into language, cultural ownership, and the controversy around Jack Harlow’s album title Ma’Nicca. That opens the door to a bigger debate about Black culture, appropriation, music, race, who gets access, and why some things hit differently when history is attached to them. This episode is funny, honest, uncomfortable, and thoughtful all at once — the kind of conversation that bounces around naturally but still lands somewhere real. If you’ve ever thought about professionalism, relationships, freedom, growth, or what it means to love a culture you didn’t create, this one is for you. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Baltimore Mayor Brandon Scott joins the Jay Hill Podcast for an open and honest conversation about leadership, criticism, and the real challenges facing the city of Baltimore. In this interview, Mayor Scott addresses the allegations surrounding the misuse of city funds and explains what actually happened behind the headlines. He also speaks candidly about everyday issues Baltimore residents care about — including potholes, infrastructure, and the responsibility of leading a city that is constantly under national scrutiny. The conversation also dives into his public back-and-forth with Donald Trump, the pressure that comes with being a young Black mayor, and why he refuses to change who he is depending on the room he walks into. More importantly, Mayor Scott talks about growing up in Baltimore, why he always believed he would one day become mayor, and what it means to lead the very community that raised him. This episode goes beyond politics — it's a real conversation about purpose, criticism, authenticity, and the responsibility of leadership. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Most entrepreneurs think if their business is making money, they should automatically qualify for funding. But that’s not how the system works. In this conversation, financial strategist Rosie Thomas breaks down why banks and lenders often say no — even when a business appears profitable on the surface. We talk about the real reasons entrepreneurs struggle to secure funding, how your financials are supposed to tell a story, and why bookkeeping, tax strategy, and proper financial structure matter more than most people realize. Rosie also explains the difference between simply making money and building a business that looks stable and fundable on paper. Many entrepreneurs are leaving opportunities on the table because their financial records don’t properly reflect the strength of their business. If you’re an entrepreneur, freelancer, or small business owner trying to grow, this conversation will help you understand how banks actually evaluate businesses — and what you can do to position yourself better. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy