The Jay Hill Podcast

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...

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 peop...

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 — incl...

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 financ...

In this episode, he opens up about turning down traditional label structures, protecting his ownership, and why freedom was never negotiable — even while working with Roc Nation.

We talk about what independence really means in today’s music industry. Not “doing it alone,” but building real infrastructure, owning your masters and publishing, and creating leverage before signing anything.

Jay Jay has been moving fast — viral skits, rapid growth, and real conversations behind the scenes of comedy and content creation.

In this episode of The Jay Hill Podcast, Jay Jay breaks down how his skits started gaining traction, what really happens once the motion starts, and why collaboration in comedy isn’t as easy as people think. He opens up about creator politics, egos, and the unspoken tension...

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 i...

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 Moll...

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 ar...

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.

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&rsqu...

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 unexpect...

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...

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...

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...

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 earl...

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 on...

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,” &ldq...

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...