Milestone Moments in Business & Leadership

Milestone Moments in Business & Leadership

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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 e...
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Episode List

Leveraging Leadership and the Path to Consulting Success with Liz Weber

Feb 11th, 2026 10:55 AM

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 do their teams.What happens when high performers unknowingly shoulder 125% of the workload while others coast at 75%? How does a training room conversation expose problems that senior leadership never sees? And why does being "helpful" actually sabotage your team's growth?Liz shares the unexpected journey from thinking she'd be a commodities broker to becoming a trusted advisor to C-suite executives and boards—and the pivotal classroom moment that changed everything. Discover the deceptively simple assessment that reveals whether you're stuck doing work below your level, and why the "easier to just do it myself" mentality is silently crushing your leadership potential.Tune in to discover the one question that exposes whether you're leading—or just enabling.To connect with Liz Weber, visit https://wbsllc.com or find her on LinkedIn at @LizWeberCMCStay connected! Subscribe to Sheila's newsletter for:Early access to upcoming episodes and eventsExpanded strategies and resourcesDirect connection with Sheila for questions and supportSubscribe to the Newsletter: https://fivemilestones.kit.com/newsletter Connect with me on LinkedIn: https://www.linkedin.com/in/sheilaslick/ Subscribe on YouTube: https://www.youtube.com/@fivemilestonesFor more information, visit:Sheila Slick: https://sheilaslick.comFive Milestones: https://fivemilestones.com/show/Sponsored by: https://PodToBook.ai | Turn Your Podcast Conversations into a Book

Stop Solving the Wrong Problems: The $3M Mistake 95% of Leaders Make Daily with Vandana Piranek

Feb 4th, 2026 10:55 AM

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 endless problem-solving cycles.Here's the unsettling truth: 95% of your daily thoughts are redundant. You're solving problems instead of outcomes. And that perfume manufacturer? They spent millions overhauling their production line when the answer cost less than $20.But there's a bigger question nobody's asking—the one Abraham Wald posed during WWII that saved countless lives by looking at what everyone else ignored. What are YOU not seeing?The gap between where you are and living limitless isn't about working harder. It's about upgrading your mental operating system. And it starts with one principle most people completely misunderstand.Tune in to discover the three principles that transform impossible situations into breakthrough moments.Connect with Vandana Piranek:Website: https://thebookofmight.comLinkedIn: Connect with Vandana PiranekStay connected!Subscribe to newsletter for:Early access to upcoming episodes and eventsExpanded strategies and resourcesDirect connection with Sheila for questions and supportSubscribe to the Newsletter: https://fivemilestones.kit.com/newsletter Connect on LinkedIn:https://www.linkedin.com/in/sheilaslick/ Subscribe on YouTube: https://www.youtube.com/@fivemilestonesFor more information, visit:Sheila Slick: https://sheilaslick.comFive Milestones: https://fivemilestones.com/show/Sponsored by: https://PodToBook.ai | Turn Your Podcast Conversations into a Book

Why Do Successful People Feel Empty Inside? with Kassandra Hamilton

Jan 30th, 2026 12:40 PM

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're taught about achievement.How does a single word—"abracadabra"—hold the key to reshaping your entire reality? Why do most high achievers refuse to believe they're burned out until it's too late? And what made the "salesiest" approach feel wrong until one simple shift changed everything?Tune in to discover the milestone moment that transformed Cassandra's approach to success—and the one practice that makes life "magical again."To connect with Cassandra Hamilton, visit www.readysetrealign.caStay connected!Subscribe to Sheila's newsletter for:Early access to upcoming episodes and eventsExpanded strategies and resourcesDirect connection with Sheila for questions and supportSubscribe to the Newsletter: https://fivemilestones.kit.com/newsletter Connect with me on LinkedIn: https://www.linkedin.com/in/sheilaslick/ Subscribe on YouTube: https://www.youtube.com/@fivemilestonesFor more information, visit:Sheila Slick: https://sheilaslick.comFive Milestones: https://fivemilestones.com/show/Sponsored by: https://PodToBook.ai | Turn Your Podcast Conversations into a Book

The Earned Media Strategy Top Entrepreneurs Need with Julie Lokun, J.D.

Jan 28th, 2026 10:55 AM

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 makes this conversation urgent: Julie works with everyone from Fortune 500 companies to White House insiders, and she's watched countless businesses waste years on the wrong platform. The answer? It's not about posting more. It's about something most people have completely abandoned.What happened when she shifted her entire strategy away from what "everyone knows works"? And why does she call social media "the lowest hanging fruit" that actually keeps you stuck?Plus, discover what makes Cre8tiveCon different from every other conference you've attended, and why networking might be the only thing you're actually taking home from most events.Tune in to discover the earned media secrets that traditional PR has been gatekeeping from entrepreneurs.Connect with Julie Loken:Visit: https://themediacastters.comCre8tiveCon: https://cre8tivecon.comStay connected!Subscribe to newsletter for:Early access to upcoming episodes and eventsExpanded strategies and resourcesDirect connection with Sheila for questions and supportSubscribe to the Newsletter: https://fivemilestones.kit.com/newsletter Connect on LinkedIn:https://www.linkedin.com/in/sheilaslick/ Subscribe on YouTube: https://www.youtube.com/@fivemilestonesFor more information, visit:Sheila Slick: https://sheilaslick.comFive Milestones: https://fivemilestones.com/show/Sponsored by: https://PodToBook.ai | Turn Your Podcast Conversations into a Book

The PodMatch Strategy: How to Validate Your Business Idea with Alex Sanfilippo

Jan 23rd, 2026 8:03 PM

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 community frustration into a thriving platform.Listen now to discover what he asked and why it changed everything.To connect with Alex Sanfilippo visit PodMatch.comAlex is co-author of Unscripted Brilliance: The PodMatch Editiona book that's brave in its honesty, bold in its approach, and brilliant in its execution. Whether you're a podcast host seeking inspiration, an entrepreneur wanting substance over style, or a leader ready to own your authentic voice, this book offers valuable insights wrapped in compelling stories.Stay connected!Subscribe to Sheila's newsletter for:Early access to upcoming episodes and eventsExpanded strategies and resourcesDirect connection with Sheila for questions and supportSubscribe to the Newsletter: https://fivemilestones.kit.com/newsletter Connect with me on LinkedIn: https://www.linkedin.com/in/sheilaslick/ Subscribe on YouTube: https://www.youtube.com/@fivemilestonesFor more information, visit:Sheila Slick: https://sheilaslick.comFive Milestones: https://fivemilestones.com/show/Sponsored by: https://PodToBook.ai | Turn Your Podcast Conversations into a BookJoin PodMatch: https://www.joinpodmatch.com/fivemilestones

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