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Mr Jay Hill is a multi media journalist & influencer from Baltimore, MD. He interviews compelling & interesting people from all around the entertainment industry. Subscribe to enjoy all his content twice a week!! Support this podcast: https://anchor.fm/mrjayhill/support
241 Episodes
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A lot of people are making money.Very few are actually building wealth.In this episode, Jay Hill sits down with Marvin for a deep, honest conversation about what separates income from true financial freedom — and why earning more doesn’t automatically fix broken strategy.This isn’t about hype, shortcuts, or get-rich-quick schemes.It’s about structure, discipline, positioning, and using money intentionally instead of emotionally.Marvin breaks down:Why many people feel stuck even as their income increasesThe difference between flash and foundationHow losing structure can quietly destroy momentumWhy discipline and systems matter more than motivationThe mindset shift required to stop chasing and start positioningHow wealth is built through strategy, not just earningsA major part of this conversation focuses on using life insurance as a financial tool — not as a product pitch, but as a way to think differently about cash flow, liquidity, and long-term planning. Marvin explains how he uses properly structured policies to access capital, invest, and keep money working instead of sitting idle.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
In this episode, Jay Hill sits down with S3nsi Molly for an honest, unfiltered conversation about what really happens afterthe label, after the expectations, and after people think you’ve “made it.”This isn’t a highlight reel.It’s a real discussion about pressure, independence, faith, grief, comparison, and staying grounded while building your own path.S3nsi Molly opens up about:The reality of going independent as an artistWhat people don’t see behind “success”Navigating grief and personal loss while still moving forwardHer evolving relationship with faith and identityWhy comparison can quietly derail your progressLearning to trust your timing instead of chasing someone else’sThe mental and emotional weight that comes with independenceSupport this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
In this episode, Jay Hill sits down with Chris Simon, a Baltimore-born entrepreneur and operator, to talk about what most motivated people never get taught: the rules of the game.This isn’t about hype.It’s not about quick money or shortcuts.It’s about structure, exposure, relationships, and learning how to think like an owner — especially when you come from environments where hustle is praised but systems are never explained.Chris breaks down how he went from creative hustles to building real businesses by learning:how money actually flowshow to separate hustle from structurehow to build institutions instead of just personal brandshow to navigate grief, family, and responsibility while still growinghow exposure, relationships, and discipline changed his trajectoryThis episode speaks directly to men who:already believe in entrepreneurshipfeel mentally cluttered or directionlessare tired of restarting every few yearscome from inner-city environments like Baltimore, Atlanta, Houston, or NYCwant to build something that lastsThis is a reset conversation.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
In this episode, Jay Hill sits down with JD, an entrepreneur who went from survival mode to ownership by changing his mindset, getting in the right rooms, and building real systems — not chasing shortcuts.This isn’t hype.This isn’t “get rich quick.”This is an honest conversation about discipline, faith, proximity, and creating options when you feel stuck.We talk about:• What to do when you feel motivated but directionless• Why most people stay stuck even when opportunities exist• How proximity to the right people can change your entire outlook• The mindset shift required to move from survival to ownership• Why discipline beats motivation every time• How JD built income through modern investing strategies• Why Airbnb isn’t dead — but the old way of doing It is• How systems, automation, and patience create freedom• Why rebuilding yourself quietly matters more than posting progressThis episode is especially for anyone who:Feels pressure to “have it together” by nowIs tired of scrolling motivational content without real directionWants to start the year with clarity, not confusionIs open to learning new ways to build income and ownershipYou don’t need more motivation.You need clarity, standards, and the right conversations.🔔 Watch More Conversations Like This👉 https://youtube.com/@JayHillNetwork📲 Follow Jay Hill👉 https://instagram.com/mr_jhillSupport this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
Most people think they’re broke because they don’t make enough money.The truth? Many are losing money before it ever reaches their bank account.In this episode, Jay Hill sits down with Michel “Money Makin’ Mitch”, a Certified Public Accountant (CPA) and tax strategist, to break down why so many people — especially entrepreneurs and creators — are unknowingly overpaying the IRS.This isn’t about shortcuts or “tax hacks.”It’s about understanding how the tax system actually works — and why it was designed to reward people who learn the rules.We cover:• Why taxes are the biggest expense most people ignore• How the “ignorance tax” quietly drains your income• The difference between being broke vs. being uninformed• How entrepreneurs legally reduce what they owe• When you should (and shouldn’t) pay yourself from your business• What “write-offs” really mean (and what they don’t)• How travel, vehicles, and even events can become legitimate deductions• The biggest mistakes people make that cost them thousands every yearJay also asks the real questions most people are afraid to ask — about paying yourself, setting money aside for taxes, and how much grace entrepreneurs actually get when they’re just starting out.If you’ve ever felt like you’re working hard but not getting ahead…This conversation will change how you look at money.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
Before acting, before Power Book IV: Force, before the cameras and recognition—Isaac was chasing the NFL. And when that dream ended, he didn’t just lose a career… he lost a sense of who he was.In this powerful conversation, Isaac opens up about what really happens when success is taken from you, how losing football forced him to confront shame, ego, and identity, and how acting ultimately became the unexpected path that saved him. He shares the reality of going from professional sports to rock bottom, navigating faith during moments of doubt, and learning how to rebuild his life without letting bitterness take over.This episode isn’t just about sports or television—it’s about reinvention.Isaac reflects on the emotional toll of starting over, the discipline required to transition from athlete to actor, and why Power Book IV: Force represents more than a role—it represents the birth of a new chapter built on purpose, patience, and self-belief.If you’ve ever had to let go of a version of yourself you thought defined you, this conversation will resonate deeply.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
Akea J is one of the rawest, realest voices in comedy today — but the journey behind that honesty has been painful, complicated, and expensive. In this powerful and unfiltered conversation, she sits down with Jay Hill to reveal the truth about what it really takes to survive and succeed as a Black woman in a male-dominated comedy industry.For the first time, Akea opens up about the battles she fought behind the scenes: being silenced, being overlooked, being mistreated, being blamed for things she didn’t do, and even being sexually assaulted in spaces where she was supposed to be protected. She shares the emotional toll of being punished by association, blackballed without explanation, and left to navigate an industry where power, ego, and silence often matter more than skill or integrity.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
From the outside, Baltimore Bella looked like confidence, beauty, and strength — but behind the viral moments and the personality the city thought it knew was a woman fighting battles nobody ever saw. In this powerful and vulnerable episode, Bella sits down with Jay Hill to share the full story behind her childhood, her relationships, the heartbreaks that changed her, and the healing that’s shaping the woman she’s becoming today.Bella opens up about growing up too fast, surviving environments that forced her into responsibility long before she was ready, and the emotional weight she carried as a daughter, sister, partner, and mother. She speaks on love, loyalty, betrayal, and the moments that pushed her to choose herself for the first time in her life.This isn’t just an interview — it’s a story of transformation.A story of a girl who had to be strong just to survive…and a woman who’s finally learning she deserves softness, healing, and peace.Whether you’ve lived through childhood trauma, stayed in the wrong relationship too long, lost yourself trying to love someone else, or are fighting to rebuild your identity — Bella’s journey will speak to you deeply.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
What do you do when your car gets repo’d, your bank account is in the negative, your business fails, and you’re sleeping in bunk beds with your family… after believing you were on the way up?Most people break.Richard Gilbau built a monster.In this emotional and brutally honest interview, Richard opens up about hitting absolute rock bottom — eviction court, repo, losing his job, moving his wife and kids into his in-laws’ home — and how that pressure turned him into the entrepreneur he is today.But this isn’t just a comeback story.This is THE blueprint for any man trying to rebuild his life, his finances, and his family.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
When Hellcat Hot went viral, TMC became one of the fastest-rising young artists in Baltimore. Overnight, he had the attention, the momentum, and the talent to take over the city. But behind the scenes, something else was happening — something he never fully opened up about until now.In this raw and vulnerable conversation, TMC The Don sits down with Jay Hill to share how signing a label deal early in his career changed everything. What looked like a breakthrough became a setback: delays, restrictions, loss of control, and a three-year period where he couldn’t release music at all. For a young artist still trying to understand himself, the silence became heavier than the fame.This episode dives deep into how that experience affected his confidence, personal life, creativity, and mental health — and how it ultimately forced him to grow up, rebuild, and find his voice again. This isn’t just a story about the music industry. It’s a story about timing, self-discovery, and learning how to rise after being broken.Whether you’re an artist, creator, or someone who’s ever felt stuck or misunderstood, TMC’s journey will hit home.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
For years, DJ Flow has been the engine behind some of the biggest stages, the biggest moments, and the biggest movements—yet somehow, one of the most overlooked.In this raw, honest conversation, Flow sits down with Jay Hill to reveal how hate, doubt, and being underestimated didn’t destroy him… it transformed him.From basement parties to touring with major artists, from promoting flyers on the yard to becoming one of the most electrifying DJs of his generation, Flow opens up about the mindset, the pain, and the hunger that turned him into the force he is today.This is the untold story behind his rise—filled with imposter syndrome, being counted out, proving himself in every city, and the moment he realized he didn’t need permission to become great.Whether you’re a DJ, a creator, an artist, or someone fighting to be seen, this episode will hit home.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
When life fell apart, Zoe Spencer didn’t break — she transformed.In this powerful episode, Zoe sits down with Jay Hill to reveal how losing her relationship, losing both her jobs, and hitting rock bottom became the moment that made her fearless, focused, and truly unstoppable.Zoe opens up about the pressure to change who she is for the internet, the labels thrown at her (“loud,” “obnoxious,” “doing too much”), and why she refuses to dim her personality to make people comfortable. From going viral to stepping into acting, from navigating hate comments to finding her lane in streaming, Zoe shares the real story behind staying unapologetically herself in a world that constantly tries to mold you.If you’ve ever reinvented yourself, battled doubt, or felt misunderstood, this episode will speak to you directly.💡 Topics CoveredLosing everything & the moment she “locked in”The breakup, the firings, and her January 1st resetWhy authenticity is her superpowerGoing from Burlington & banking to streaming successThe pressure to be “quiet,” “smaller,” or less “animated”Gender double standards in online spacesHow NYC streaming is rebirthing a cultureThe acting pivot and her Scary Movie reenactmentFinding real friends in the creator worldThe truth about live numbers, view-botting & consistencySupport this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
In this powerful episode, DJ Quicksilva — one of the most respected voices in radio and nightlife — sits down with Jay Hill to deliver real game about relevance, branding, and longevity in a changing industry.From being mocked when he first came to D.C. to becoming one of the biggest names in radio, Quicksilva opens up about the truth behind gatekeeping, how he built his brand bigger than any station, and what it really takes to stay undeniable when the game keeps changing.He breaks down the difference between value and validation, explains why radio still matters, and shares lessons learned from over 30 years of success, setbacks, and self-belief.Whether you’re a DJ, artist, entrepreneur, or content creator, this episode will shift your mindset forever.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
In this episode, Prince Ali, a first-generation entrepreneur from Senegal, sits down with Jay Hill to reveal how he turned a 640 credit score into a seven-figure business. Ali breaks down how he went from door-to-door sales to building a funding empire that teaches people to escape the rat race and build generational wealth — all through credit, mentorship, and discipline.From learning Spanish to close more sales, to watching his mom use his credit score so the family could qualify for a home, this conversation is full of real stories, practical lessons, and powerful game that’ll shift how you see credit forever.Ali shares the exact mindset that helped him become financially free, how to get funding for your business, and the one question most people never ask their credit repair company — but should.🎯 Connect with Prince Ali👉 Instagram: @theonlyprinceali👉 Free Workshop + $27 Challenge: Credit2Capital.comSupport this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
They love the chaos—but they never ask what it costs.”In this raw and unfiltered episode of The Jay Hill Podcast, Diamond The Body opens up like never before about the real price of fame, the reality behind Baddies, and the personal battles that came before the cameras ever rolled.From stripping at sixteen to becoming one of the most recognizable faces in reality TV, Diamond reveals how she turned pain into power—while still fighting to be seen beyond the headlines and stereotypes.Jay and Diamond dig deep on everything from fame, faith, and forgiveness to the blurred lines between entertainment and exploitation.💔 The emotional cost of going viral and being misunderstood🔥 The truth about Baddies and how she uses chaos as marketing🎤 Her journey from the strip club to signing a record deal💡 Why she forgave her mother and what healing really looks like🎭 The thin line between influence, entertainment, and accountabilityThis isn’t just a reality star story—it’s a lesson in survival, self-awareness, and staying grounded in a world built to tear you apart.▶️ Watch now for the full conversation behind the headlines—and the woman fighting to be seen beyond the noise.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
Everybody wants freedom—but nobody wants the discipline that comes with it.”In this unfiltered episode of The Jay Hill Podcast, Smitty Da Goat sits down with Jay Hill for a brutally honest conversation about money, mindset, mentorship, and the reality of building separation in 2025.Smitty breaks down what financial freedom really looks like—beyond flexing, followers, or fake gurus. He shares how betrayal from mentors taught him to trust his own blueprint, why most people mistake visibility for value, and what it truly takes to separate yourself in a copycat economy.💰 The real path to financial freedom (and why most never reach it)🧠 The mindset shift that separates hustlers from entrepreneurs💔 Learning from betrayal and fake mentorship📉 Why clout chasing kills credibility and long-term growth⚡ How to build systems that create real separation, not social media hypeThis episode isn’t about motivation—it’s a masterclass in clarity, accountability, and ownership.▶️ Watch now to learn the truth about freedom, mentorship, and the mindset that builds legacy.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
In this powerful episode of The Jay Hill Podcast, Chicago’s own Dreezy opens up like never before. From navigating the pressures of the music industry machine to enduring heartbreak in the public eye, she reveals the hard truths behind stepping away from the spotlight—and the courage it took to return.Dreezy talks candidly about:The reality of being caught in the industry system and why she had to fight for her voiceThe emotional toll of her high-profile breakup and how it shaped her artistryThe importance of rebranding and rediscovering herself on her own termsLosing friends, finding peace, and the power of starting over strongerThis isn’t just a story about music—it’s about resilience, growth, and reclaiming your narrative. Whether you’re a fan of Dreezy’s music or someone chasing your own comeback, this conversation will inspire you to keep fighting for your truth.✨ Watch the full interview now and see how Dreezy turned pain into power.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
In this powerful episode, Troy Millings and Rashad Bilal of Earn Your Leisure sit down with Jay Hill for a raw, unfiltered conversation about what it really takes to build one of the most influential financial literacy platforms in the world.This is more than a business success story—it’s about sacrifice, setbacks, and the unshakable vision that’s driving a legacy for generations to come.From the early days of recording in small studios to creating a global brand that inspires millions, Troy and Rashad open up about the discipline, trust, and faith that fueled their rise, and the personal costs that came with It.💡 The sacrifices no one sees behind building a movement🤝 How trust and humility keep their partnership strong🌍 Turning a podcast into a worldwide financial education platform🛑 Why they turn down certain deals to protect their brand🏛 The mission to create generational wealth and a legacy that will outlive themIf you’ve ever dreamed of building something that matters—or wondered what it takes to turn vision into impact—this conversation will inspire you to keep going, no matter the obstacles.▶️ Watch now for the untold story of how two men built a movement that will live forever.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
In one of his most raw and revealing interviews yet, Algee Smith sits down with Jay Hill to open up about the spiritual toll of Hollywood, the pressure to perform, and what it took to finally reclaim his peace.From breakout roles in Euphoria, Detroit, and The New Edition Story to battling depression behind the scenes, Algee shares the internal war between fame and faith—and why he chose to walk away from the spotlight to find himself again.This isn’t a conversation about the industry—it’s about identity, ego, healing, and the quiet strength it takes to start over.🎭 The dark side of being “successful” but feeling empty🙏🏾 How walking away from L.A. helped him reconnect with God🧠 Therapy, ego death, and the battle for mental health🎵 Why he stopped creating for validation and started creating for healing🚫 What it means to say no to fame and yes to faithIf you’ve ever questioned your purpose, battled with identity, or felt like success still left something missing—this episode is for you.▶️ Tap in for a conversation about growth, God, and the courage to let go of who the world told you to be.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
In this vulnerable and reflective episode, Corey SSG sits down with Jay Hill to unpack the internal battles so many men never speak about. From ego and isolation to fatherhood and faith, Corey opens up about what it truly takes to outgrow who you were—and intentionally become who you’re meant to be.This isn’t a conversation about perfection. It’s about progress.It’s about choosing peace over performance. Purpose over popularity.🔥 Why “being outside” was a mask for deeper pain🧠 The emotional cost of outgrowing your environment👨👦 How fatherhood and faith shifted his perspective on masculinity💔 The lonely truth about healing and setting boundaries❤️ Why real strength is in vulnerability—not performanceThis episode is a blueprint for any man (or woman) who’s ever felt trapped by the version of themselves they’ve outgrown.It’s a raw look at what healing really feels like—and why it’s worth it.▶️ Watch now for a powerful conversation about manhood, growth, and finally doing the inner work.Support this podcast at — https://redcircle.com/the-jay-hill-podcast/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
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