The Hidden Entrepreneur Show with Josh Cary

Retirement is supposed to feel freeing, but for many people it becomes disorienting, lonely, and far from the dream they imagined. Recorded live inside the iHeart Studios in New York, Sylvia Toense shares how a frightening health scare at 58 pushed her to rethink everything, leave her corporate career, and develop a framework that helps others thrive in their next life chapter.

If you want clarity, purpose, better health, stronger r...

If you have ever wondered whether calm, connected parenting actually works, Avery Rubenstein is living proof. As the adult child of parenting expert Randi Rubenstein, Avery grew up in a home built on perspective seeking rather than punishment.

In this conversation, recorded live at iHeart Studios in New York, Avery shares how that upbringing shaped her confidence, empathy, and calling as a social worker working with foster youth. Th...

If you have ever found yourself stuck in a cycle of tough conversations, shutdowns, and frustration with your kids, this episode is your blueprint out. Recorded live inside the iHeart Studios in New York, Randi Rubenstein shares her simple, powerful SAP framework for having productive conversations with strong-willed children.

Instead of lecturing, reacting, or pushing too hard at the wrong moment, Randi shows parents how to see the...

When the world shut down in 2020, most event and influencer marketing firms folded. Mark Zablow’s agency not only survived, it thrived while serving one of the brands hit hardest by the pandemic: Corona.

Recorded live inside the iHeart Studios in New York, Mark shares how he navigated the collapse of live events, protected his employees, stayed culturally relevant, and positioned his company for explosive growth through Modelo. This...

If you have ever wondered whether self-love has a place in leadership, Katie Boedecker is your proof that it does more than matter. It transforms companies. Recorded live inside the iHeart Studios in New York, Katie shares how she and her daughter run Showdown Montana, one of the oldest ski mountains in the country and one of the very few owned and operated by women.

But the real story is the Montana Mindset, a people-first leadersh...

If traditional social media leaves you feeling overstimulated, disconnected, or lost in the noise, this conversation is a breath of fresh air. Recorded live inside the iHeart Studios in New York, Dr. Beverly Pell shares how she built DuoFeed, a mindful social app designed to reduce loneliness and deepen human connection. Instead of algorithms, manipulation, or endless distraction, DuoFeed separates your friends from your interests,...

What happens when traditional treatments fail and the pain becomes unbearable? For Donna Caruso and her husband, the answer became a journey into natural healing that changed their lives and the lives of hundreds of others.

Recorded live inside iHeart Studios in New York, this episode explores how a severe injury led the couple to discover stem cell therapy, float tanks, infrared saunas, and halotherapy, ultimately inspiring them to...

If you’ve ever wondered what real leadership looks like in high-stakes environments, pull up a chair. This episode with Colleen Diles hits different.

Colleen spent more than 22 years inside FINRA, the regulatory engine behind every broker-dealer in the United States. She has navigated billion-dollar acquisitions, wrangled teams of attorneys, pushed back on regulators with confidence, and guided firms through some of the most complex...

Ever been boxed in by a label you never chose? In this conversation, Peter Grose, CFP and founder of Grose Wealth Management, shows how to dismantle limiting labels and replace them with identity built on evidence, action, and grit. From being sent home in first grade with a note that called him “mentally challenged” to earning the CFP mark, building a long career as a financial advisor, and authoring a novel, Peter’s journey is a ...

How does a patent attorney become a wellness advocate? In this inspiring conversation, Angela Coxe shows that the worlds of law and wellness aren’t as far apart as they seem. As a successful patent attorney and former Division I athlete, Angela learned firsthand that confidence, balance, and self-advocacy are the real keys to professional and personal fulfillment.

She opens up about her journey from burnout in the legal field to dis...

What happens when a retired pharmacist, lifelong storyteller, and self-proclaimed “weirdo” finally sits down to write the book that’s been living in his head for decades? You get Bloodstone Redemption, a 500-page dark fantasy epic that defies genre, convention, and even the author’s own expectations.

In this conversation, Josh Cary sits down with author Eric Carver to unpack how a lifetime of curiosity, creativity, and courage culmi...

Are you feeling stuck, unmotivated, or like your body just doesn’t respond the way it used to? You’re not alone and today’s episode will show you how to take back control.

Personal trainer Laura Smestad, founder of Strong Sisters Slay, joins Josh Cary on The Hidden Entrepreneur Show to share how women over 35 can transform not only their bodies but their confidence, mindset, and entire outlook on life.

This conversation dives dee...

What happens when you stop hiding behind your humor and start using it to heal? Comedian and content creator Katie Battel has built an audience of millions by doing just that. Her viral content, hilarious honesty, and fearless storytelling began with an anonymous Twitter account called Psycho Girlfriend but today, Katie shows up fully as herself on camera and on stage, helping others do the same.

In this episode, Josh Cary digs into...

Are you communicating your value clearly, or are you just adding to the noise? In this episode, Josh Cary sits down with marketing strategist and agency founder Caroline Crawford, whose company CultivEight Communications helps business owners uncover, articulate, and amplify the value they already possess.

Caroline reveals why so many founders, coaches, and entrepreneurs struggle to be seen for what they truly offer. You’ll discover...

If you’ve ever wondered why some creators explode on TikTok, Instagram Reels, and YouTube Shorts while others grind with little traction, this episode gives you the real playbook. Braxton Wood, founder of Hacks with Brax, has generated more than 250 million views for himself and his clients and breaks down the mechanics behind going viral in a way that actually grows a business. You will hear exactly how to engineer completion rate...

How do you rebuild yourself after a lifetime of trauma, and what role can psychedelics play in that healing journey?

In this episode, author and journalist Erica Rex joins Josh Cary to discuss her forthcoming book, Seeing What Is There: My Search for Sanity in the Psychedelic Era. Erica’s story is one of profound resilience, courage, and clarity. From enduring childhood abuse in a family of doctors to becoming one of the early clini...

What happens when a middle school teacher trades lesson plans for property deals and then uses AI to scale it all? Luis Vanderhorst’s story is a modern American dream rooted in resilience, faith, and innovation.

In this inspiring conversation, Luis shares how he arrived in the U.S. from the Dominican Republic at age 11, lost his father soon after, and still managed to build a life of purpose and freedom. From teaching social studies...

What if artificial intelligence could make us more human, not less?

In this episode, Josh Cary sits down with Shekar Natarajan, founder of Orchestro.ai, to explore the future of “angelic intelligence”, a new kind of AI built on virtue, empathy, and compassion rather than profit and efficiency alone.

With over 25 years in global logistics, Shekar has seen firsthand how systems built for speed and convenience often lose sight of purpos...

If you run a business, this episode could save you from sleepless nights and costly mistakes. Rachel Michaelov, founder of Empire Tax Advisors and partner in Practice Wealth Partners, shares the deeply personal story that fueled her career and the practical systems that keep owners audit ready, tax efficient, and in control. You will learn how to choose the right entity, what your bookkeeper might be missing, and the exact question...