Milestone Moments in Business & Leadership

Milestone Moments in Business & Leadership

Milestone Moments is a motivational podcast designed to inspire action and celebrate the pivotal achievements on the path to success. Hosted by Slick, founder of Five Milestones, this show explores the journeys of experts, entrepreneurs and leaders who have turned their visions into reality. Our carefully curated guests share not just their expertise but their milestone moments—those turning points that redefined their paths and led to their achievements. Through engaging conversations, we explore the strategies that led to their breakthroughs, the challenges they overcame, and the lessons learned along the way. Tune in to "Milestone Moments" to ignite your drive, embrace your journey, and celebrate the milestones that mark the path to your success. www.fivemilestones.com

Episodes

May 6, 2026 10 mins

What if everything you thought you knew about publishing your book was costing you money before you even made your first sale?

Michele DeFilippo has more than 50 years of experience in the book publishing industry and is the founder of 1106 Design, a company dedicated to helping authors release a top-quality book, keep control of it, and earn more from every copy sold. But what she reveals in this episode may surprise even the most ...

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What does it take to walk away from Hollywood, survive a cancer diagnosis, and build a literary career on your own terms?

Kay Oliver is a dynamic storyteller with over three decades in entertainment, spanning studios, TV stations, and film production. Armed with degrees in radio, TV, film, and an MBA, she made a bold decision to leave it all behind and prove that female-centric stories could not only sell, but win awards.

And win she...

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What if the skills that determine your success in life were never taught in school, and most parents don't even know they're missing?

Minesh Baxi is a TEDx speaker, author of 12 books, and business and financial coach with over 25 years of experience helping entrepreneurs, professionals, and speakers build influence and income. But what he shares in this episode goes far beyond business strategy.

Minesh made a bold decision early in ...

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What happens when a mental health nurse becomes the patient? Katrina Stephenson spent over 20 years on the frontlines of mental health and trauma nursing, only to find herself drowning in the very crisis she helped others navigate. Compassion fatigue, panic, depression, and a moment she describes as her darkest point changed everything.

But what happened next surprised even her.

Katrina is the founder and CEO of Nurse to Nurse Peer S...

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The Financial Truth Killing Your Business Growth (Before You Even See It Coming) with John Morris

Most CEOs think their biggest growth problem is revenue. John Morris says the answer is hiding in plain sight on your income statement, and most business owners are reading it completely wrong.

John scaled his agency from $10,000 to nearly $40 million before a successful exit. Now as founder of Fiscal Advocate, he works with CEOs on the ...

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What if the secret to marketing that actually converts has nothing to do with the latest AI tool or trending strategy? Rachel Allen built a global copywriting career across 21 countries starting with $200, a one-way ticket to Hong Kong, and a $3.25 freelance gig.

In this episode, Rachel reveals the one AI mistake most marketers are making right now, why your human voice is your most underutilized asset, and the dead-simple action y...

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What if the thing holding you back from launching isn't your expertise, it's your definition of ready?

Jake Wysocki spent years training hundreds of professionals inside Fortune 200 companies before one conversation with his wife changed everything. He walked away from a job he loved, skipped the side hustle, and built something entirely new. But the path that followed wasn't straight, and what he discovered along the way reframed h...

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What if everything you've been told about burnout recovery is missing the most important piece?

Samantha Catone spent eight years as a litigation attorney doing everything "right" — whole foods, meditation, specialists, supplementation — and still watched her health collapse completely. What she discovered on the other side wasn't another wellness hack. It was something far more fundamental, and it changed everything.

In this episode...

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What if everything you're working toward is actually taking you further from the life you want? Gwen Bortner has spent four decades and 47 industries watching business owners hit their goals and still end up burned out, disconnected, and quietly miserable.

As an operational strategist and business advisor, Gwen asks one deceptively simple question that most entrepreneurs can't actually answer. And until you can, no system, hire, or ...

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What happens when a combat veteran, space operations specialist, and math teacher picks up a pen — and uncovers an ancestor who lost everything at 22, yet was remembered as one of the most dignified women of her era?

Joseph Bolton spent years chasing a mystery hidden behind his French-Canadian, Native American, Spanish, English, and Irish roots. What he found in the archives of 17th-century Quebec stopped him in his tracks — and ign...

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What if the gap between where you are and where you want to be isn't about skill, it's about what you're doing when no one's watching?

Sabine Kvenberg spent decades as a stage and TV actress in Germany, a director, and a performing arts school founder before bringing those hard-won performance secrets into the business world. She didn't just study communication. She lived it on real stages, in real auditions, with real stakes.

In thi...

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What if the thing holding you back from video isn't your gear, your lighting, or your editing skills — but something far more fixable?

Sarah Berry spent 20 years as a corporate trainer before discovering that the same skills that made her valuable inside companies could build something iconic outside of them. But first, she had to survive the cringe. Her unconventional experiment changed everything — and the results were nothing lik...

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Your Voice Could Be Your Most Valuable Business Asset , Are You Still Keeping It Silent? with Harry Duran

What if the podcast you've been putting off could become your most powerful business development tool? Harry Duran, founder of Fullcast and host of 500+ episodes across multiple shows, didn't just build a podcast — he built an entirely new life with one. But it wasn't until a near-death experience on a waterfall in Thailand that...

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What if the biggest threat to your sales team isn't the competition—but the complete lack of leadership development that's silently crushing performance?

Rebecca Gebhardt, former top 1% sales leader who generated over $50 million in revenue, exposes a shocking industry secret that's costing companies millions. After burning out at 33 despite loving her job, Rebecca discovered something that fundamentally changed how she views sales ...

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Dr. Angela Mulrooney, known as "The Arsonist," lost her thriving dental practice in an instant and watched her world burn down. But what she discovered while building five successful businesses from the ashes will change how you think about career pivots, AI, and the hidden crisis facing accomplished professionals today.

Why are highly intellectual people being pushed out of corporations while those in their 70s are thriving as entr...

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Are you drowning in tasks that aren't really yours? What if the biggest leadership trap isn't about doing too much—it's about doing the wrong work entirely?

Liz Weber, named one of 2025's Top Global Gurus for Leadership alongside Simon Sinek and John Maxwell, reveals a shocking truth that's been plaguing organizations for 30+ years: most leaders don't actually understand what their job is. But here's what's more surprising—neither d...

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What if every problem you're frantically solving is actually making things worse?

Vandana Piranek spent 25 years watching brilliant teams pour millions into solutions that missed the mark entirely—until a factory worker with a desk fan exposed the fatal flaw in how we think. After surviving a two-week coma and delivering her TEDx talk three days post-hospital, she decoded what separates leaders who thrive from those trapped in endle...

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Are you achieving everything on paper but feeling empty inside? What if the very traits driving your success are secretly fueling your burnout—and you can't even see it yet?

Kassandra Hamilton, leadership and alignment coach and two-time best-selling author, collapsed on her floor after losing three family members, her dog, and her relationship in just months. What she discovered in that moment of surrender contradicts everything we...

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What if the visibility strategy you're betting on is actually keeping you invisible?

Julie Lokun, J.D., went from law school labor pains to building Chicago's premier visibility summit, but her journey revealed a controversial truth that most entrepreneurs refuse to accept. While everyone chases followers and engagement, there's a completely different game being played by those who actually dominate their industries.

Here's what make...

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What if one question asked to hundreds of podcasters could reveal a million-dollar opportunity?

Alex Sanfilippo did exactly that at PodFest 2020. After 15 years in corporate aerospace, he walked away with a calculated plan. Today, PodMatch has paid over $1 million in commissions to podcasters on the platform.

But here's what most people don't know: the single question that started it all, and the four-step framework he used to turn c...

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