The Dana Grant Show

What happens when you've built something wildly successful and then have to figure out who you are without it?

This week on The Dana Grant Show, I’m joined by Alli Webb, the visionary entrepreneur and founder of Drybar, the blowout-only salon that completely changed the beauty industry.

But this conversation isn't just about building a billion-dollar brand.

It's about what happens after the big success.

Alli gets incredibly honest about the chapter that came after Drybar, the personal growth that happened in the messy middle, and what it feels like to ask yourself, “What's next?” when you've already accomplished something most people only dream about.

Now she's back in the arena with Messy, a new venture inspired by her own hair journey and a bigger philosophy: beauty isn't about perfection. It's about embracing what is real, individual, and uniquely yours.

We'll talk about reinvention, ambition, identity, failure, starting over, and why sometimes the next chapter requires you to stop trying to recreate the last one.

If you've ever built something, achieved something, or simply outgrown a version of yourself and wondered “What do I do now?” this conversation is for you.

What if the way you’ve been taught to succeed is actually the thing keeping you exhausted?

Jenn Pike has spent 30 years working with women and their bodies, helping them understand hormones, strength, energy, nutrition, and what it really means to feel at home in themselves. But her own journey has taught her that wellbeing isn’t just about the body, it’s also about the way we build our businesses, relationships, families, and lives.

After spending more than two decades building a successful business, Jenn made the audacious decision to sell it all, move her work online, and redefine success on her own terms. Today, she leads a 7-figure brand, created The Audacious Woman, and reaches hundreds of thousands of women through her programs, podcast, YouTube, and community.

In this conversation, Jenn and Dana talk about the pressure women put on themselves to do everything, the hormonal and energetic changes that come with midlife, and why simplicity may be one of the most powerful forms of success. We’ll talk about ambition without burnout, listening to your body, trusting yourself enough to change direction, and creating a life that actually feels good to live.

Because maybe the goal isn't to become better at doing more.

Maybe it's learning what you can finally let go of.

What if the foundation of your health isn't your back, your knees, or your hips but your feet?

This week on The Dana Grant Show, I’m joined by Dr. Conley, a Doctor of Chiropractic Medicine, movement expert, international speaker, and founder of Gait Happens, an education platform changing the way we think about foot health and human movement.

With nearly 25 years of clinical experience, Dr. Conley has worked with professional athletes from the Phoenix Suns, New York Yankees, Cleveland Browns, New York Giants, and San Francisco 49ers, helping address complex foot and gait challenges at the highest levels of performance.

But her message isn't just for professional athletes.

Dr. Conley believes healthy feet are the foundation for every body and that many of us have unknowingly weakened that foundation through the way we walk, stand, train, and even choose our shoes.

In this conversation, we’re going to rethink everything we thought we knew about our feet. We’ll talk about why foot strength matters, how our feet affect the rest of our bodies, what we're getting wrong about pain and movement, and how simple, science-backed practices can help us move better for life.

Because sometimes the solution isn't more intervention. Sometimes it's learning how to reconnect with the foundation we already have.

What if getting dressed every day could be more than choosing what to wear?

This week on The Dana Grant Show, I’m joined by Erin Mathis, Style Coach, Image Strategist, speaker, TEDx speaker, and co-founder of The Style Core.

Erin believes your image isn’t just about fashion, it’s a powerful form of communication. The way you present yourself can influence how you feel, how you’re perceived, and ultimately how you show up in the world.

In this conversation, we explore what Erin calls your “Million Dollar Look” and why your outer image should evolve as your identity evolves. Whether you're building a business, stepping into leadership, dating again, becoming more visible, or simply entering a new chapter of your life, your style can become a tool for expressing the woman you're becoming.

We’ll talk about confidence, identity, visibility, authenticity, and why sometimes the first step toward becoming someone new is simply changing the way you see and present yourself.

If you’ve ever looked into your closet and thought, “None of this feels like me anymore,” this episode is for you.

What if the reason you're stuck isn't a lack of talent but a lack of strategy?

This week on The Dana Grant Show, I’m joined by Adetayo “Tayo Lusi” Ibijemilusi, founder of 1% University and Apex Infrastructure, who went from a $55K help desk job to earning $489K a year in just eight months.

But his message isn't simply about making more money. It's about understanding that you don't necessarily need to become better, you may need a better strategy.

In this conversation, Tayo breaks down why chasing certifications can keep talented engineers stuck, what separates someone earning $135K from someone fielding $300K+ opportunities, and why proximity to people who already have the results you want can dramatically accelerate your own growth.

If you're successful but know you've outgrown where you are, this episode will challenge you to stop trying to figure everything out alone and start finding the people who already know the way.

Happy International Podcast Day! Two years of The Dana Grant Show. Ten years in business. And a lifetime of becoming the woman I was always meant to be.

This week’s episode is deeply personal. I sat down with one of my favorite podcast producers, Matt, and we had a casual conversation about everything Dana Grant. 

I’m taking you behind the scenes of my journey. Not just the wins, the businesses, the stages, the bestselling book, or the podcast, but the moments that nearly broke me and the choices that changed everything.

From being seven years old and feeling ungrounded after my parents’ divorce, to becoming a young single mother, battling debilitating migraines, navigating addiction and recovery, caring for family, building a multi-million-dollar company, and eventually discovering that the greatest transformation wasn't about building a better life, it was about becoming a different version of myself.

At 49, I co-founded Cali'Flour Foods and helped build it into the largest ready-made cauliflower pizza crust company. I went from corporate sales records to entrepreneurship. From nearly losing my legs to recovery. From feeling disconnected from myself to finding my purpose.

And now, nearly a decade after stepping into entrepreneurship and two years after launching The Dana Grant Show, I’m watching a dream I once couldn't see become my reality.

And there’s another milestone: seeing my face on the NASDAQ billboard in Times Square.

But the billboard isn't the story. The woman who had to become the woman standing on that billboard is the story.

What if true wealth isn't just about how much money you have but who you become in relationship to it?

This week on The Dana Grant Show, I’m joined by Elizabeth Ralph, former energy trader, spiritual teacher, high-level wealth strategist, and host of The Spiritual Investor Podcast.

Elizabeth retired at just 39 and has since dedicated her work to helping people create wealth from a place of alignment rather than fear, scarcity, or survival. Her unique approach brings together financial strategy, money psychology, spiritual law, and energetic alignment to create what she calls financial sovereignty.

In this conversation, Elizabeth and I explore the relationship between money and energy, why traditional approaches to wealth can leave people feeling trapped, and what it means to build wealth that supports freedom, choice, joy, and legacy.

We’ll talk about investing, intuition, cycles, abundance, and the possibility of creating wealth without making money the thing that determines your worth or your freedom.

If you're ready to change not only how you manage money, but how you relate to it, this conversation is for you.

We often hear about surviving life's hardest seasons but what about the woman who emerges on the other side?

In this powerful return to The Dana Grant Show, Teresa "DOLL" Anne joins me for a deeper conversation about what happens after the heartbreak. This isn't about the ending of her marriage, it's about the rebirth that followed.

How do you trust yourself again after betrayal? How do you stop living from fear? How do you rebuild your identity when everything you thought defined you is gone?

Together, we explore what it means to become emotionally free, release old versions of ourselves, establish healthy boundaries, and embrace the woman we were always meant to become.

This episode is for every woman who's done the hard work of healing and is now asking, "Who am I becoming now?"

Because sometimes the fire doesn't destroy us...

It introduces us to ourselves.

What if something as simple as taking a walk could completely change the way you experience your life?

This week on The Dana Grant Show, I'm joined by Libby DeLana, creative director, author, artist, walker, and co-founder of Mechanica whose work sits at the intersection of creativity, communication, movement, and living with intention.

For years, Libby has started her mornings with a walk and what began as a personal practice became This Morning Walk, a podcast, book, and philosophy centered around the power of walking to create space for reflection, creativity, and connection.

With an award-winning career in advertising and creative direction, including work recognized by Cannes Lions, D&AD, Communication Arts, and The One Show, Libby has also become a powerful voice around aging, identity, and what it means to keep evolving. Her experience modeling at 60 challenges the cultural assumptions we carry about what women are "supposed" to look like and do as they age.

In this conversation, we explore the transformative power of walking, creativity as a way of living, aging without apology, and why sometimes the most profound answers come when we simply slow down enough to hear ourselves.

If you're ready to move your body, clear your mind, and rethink what this next chapter can look like, this episode is for you.

What if the very drive that helped you build your success is the thing quietly destroying your peace?

This week on The Dana Grant Show, I’m joined by Stephen Scoggins, faith-driven entrepreneur, speaker, author, and founder who went from homelessness at nineteen to building and exiting a company that generated upwards of nine figures in annual revenue.

Stephen's story is one of grit, resilience, and extraordinary achievement. Armed with little more than a truck, a set of tools, and relentless determination, he built a thriving business from construction-site cleanup into an industry powerhouse. But while the company grew, something inside him began to disappear.

The turning point came not in a boardroom, but through a simple truth spoken by his son: "If you would just be more present when you are present, that's what matters to us."

That moment forced Stephen to confront a reality many leaders never acknowledge: that success built on a fractured foundation is never sustainable.

Today, Stephen teaches leaders how to integrate what he calls One Part Lion and One Part Lamb, combining courage, conviction, and bold leadership with humility, surrender, and faith.

In this conversation, we explore the hidden cost of achievement, the power of presence, and how to build a life that succeeds both publicly and privately.

If you're tired of choosing between success and fulfillment, this episode is for you.