Milestone Moments in Business & Leadership

Milestone Moments in Business & Leadership

Every entrepreneur, every leader, every woman building something meaningful has a milestone moment. A turning point that changed everything. Milestone Moments in Business and Leadership is a storytelling podcast hosted by Sheila Slick, founder of Five Milestones LLC. Each episode is a guided conversation that goes deeper than business strategy. We explore the life you built, the moment everything changed, and the person you are today. Our guests are entrepreneurs, coaches, leaders, and aspiring authors who are ready to share the real story behind their success. Not the highlight reel. The truth. Select guests are invited to become published authors through our Contributing Author program, where their interview is transformed into a professionally edited, published story using our proprietary PodToBook.ai software. You have a story that matters. It is time to tell it. www.fivemilestones.com

Episodes

October 14, 2026 • 19 mins

What happens when the career you spent 25 years building suddenly disappears on someone else's terms?

Janylene was a senior HR executive leading mergers, transformations, and national teams. Then one meeting changed everything. Her calendar emptied overnight, and a thought she'd been avoiding finally surfaced.

Three days later, she walked into an interview for another VP role and froze. Not because she wasn't qualified, but because s...

Listen
Watch
Mark as Played

What do you do when the identity you spent years building suddenly can't carry you down the stairs?

Alice Cunningham was a thriving litigator, a Barre3 instructor, and a healthy woman in her early 30s. Then one ordinary night, something felt off. She brushed it off. By morning, everything had changed.

In this episode, Alice opens up about the moment she realized she was wrong about what was happening, the one thing that proved harder...

Listen
Watch
Mark as Played

It's not every day you sit down with someone who has published over 60 books, been named one of the top 27 content producers out of 600 million blogs, and still shows up every single week to do the work. Terry Whalin has seen the publishing industry from every angle, as a literary agent, acquisitions editor at Morgan James Publishing, and author, and he has a perspective most first-time authors never hear until it's too late.

So wha...

Listen
Watch
Mark as Played

What happens when you lose everything at 40… your career, your marriage, your financial security… and three kids are counting on you?

Cris Coniglio knows. With 30+ years leading multi-million dollar event portfolios and a career that launched backstage at Disney, Cris seemed unstoppable. Then one pivot changed everything, and she had to rebuild from the bottom.

But what she found on the other side wasn't just survival. ...

Listen
Watch
Mark as Played

What would make a successful marketing executive walk away from a 20-year career and start completely over?

Janet Uribe, ND, MBA is a California licensed naturopathic doctor who spent two decades building brands and leading marketing strategies for major corporations. She was at the top of her game, reporting directly to a division president, traveling the world, launching products across global markets.

Then one ordinary afternoon a...

Listen
Watch
Mark as Played

It's not every day you meet someone who went from pastoring a church to kicking in doors with an FBI SWAT team. But that's exactly the path Eric Robinson took, and the reason behind the pivot is not what you'd expect.

Eric is also the author of the upcoming book "A Reverend: From Saving Souls to Chasing Sinners in the FBI," and he brings humor, heart, and hard-earned wisdom to a conversation that will stay with you long after you fi...

Listen
Watch
Mark as Played

What if the biggest reason you're stuck has nothing to do with talent, resources, or timing?

Dr. Christiane Schroeder is a behavioral economist, TEDx speaker, and host of Happy Healthy Hustle, a top 1% global podcast. Named 2025 Woman Podcaster of the Year, she's taught more than 10,000 people across five countries how to create lasting change. She's also a Fulbright scholar, Cal Poly professor, and author of Petite Practice.

In this...

Listen
Watch
Mark as Played

What if the reason your creative business isn't growing has nothing to do with your talent?

Jen Fontanilla spent 25 years as a graphic designer creating packaging and displays for major global brands while simultaneously building a 20-year career in financial services. She was living a double life and then she discovered the invisible thread connecting both worlds and it changed everything.

Now a certified money coach, TEDx speaker, ...

Listen
Watch
Mark as Played

What if the very thing driving your success is the same thing keeping you from the life you actually want?

Dr. Alena Candova, neurocoach and author of Grace Over Grit, spent years pushing through corporate jobs, toxic relationships, and even her own healing journey before a silent meditation retreat in Bali cracked everything wide open. She could send love and compassion to everyone around her, but when it came time to direct it inw...

Listen
Watch
Mark as Played

Are you a coach who feels like the best kept secret in your industry? What if the key to unlocking your next wave of clients isn't paid ads or a complicated funnel, but something far more personal?

Jessica Rhodes founded Interview Connections, the world's first podcast booking agency, at just 25 years old. What started as a virtual assistant side hustle has grown into a powerhouse that's booked over 50,000 podcast interviews. But it...

Listen
Watch
Mark as Played

What if one conversation could change everything?

These six women sat down for a podcast interview. That conversation became a published chapter. That chapter became part of an international #1 bestseller in four countries. And in Part 2 of this special roundtable, they answer the question every aspiring author wants to know: what really happens after you become a published author?

Then Kassandra Hamilton asked each woman what she wo...

Listen
Watch
Mark as Played

What if the only thing standing between you and a published book was a single conversation?

In this special episode of Milestone Moments in Business and Leadership, host Sheila Slick sits down with seven co-authors of The Rise of the Self-Led Woman: Stories of Resilience, Realignment, & Rising, the international #1 bestseller curated by Kassandra Hamilton that hit the top of the charts in four countries. Each woman walked into a...

Listen
Watch
Mark as Played

We're giving away FREE tickets to the Empowered Podcasting Conference, a community built to help results-driven podcasters, video makers, and content creators elevate their passion and creativity to new heights! Comment #ShareYourStory on social media for your chance to win.

Rich Perry, CMO and partner of the Empowered Podcasting Conference, takes us inside this annual conference in Charlotte, NC dedicated to helping podcast creator...

Listen
Watch
Mark as Played

What would you do if you walked away from not one, but two stable careers to chase a creative dream with no safety net?

Alan Paul spent 30 years navigating the tension between faith, creativity, and making a living. A classically trained musician turned teacher turned church leader, Alan kept feeling a pull toward something more. But it was the moment he handed in his resignation, just as a promotion was being offered, that everythi...

Listen
Watch
Mark as Played

What if the most overlooked part of your body is quietly affecting your posture, your energy, and your emotional well-being? Pam Fichtner is an integrated health practitioner and registered massage therapist who has spent nearly 30 years specializing in breast and chest massage therapy. Her journey began in Vancouver's Downtown Eastside, where working with vulnerable women revealed a calling she could not ignore. A personal connect...

Listen
Watch
Mark as Played

What if the patterns keeping you stuck, small, and silent were never yours to begin with? Teresa McLellan, founder of The Sacred Journey and a master's level trauma therapist, spent decades carrying wounds she did not even know she had inherited. From addiction and deep despair in her teens to a pregnancy at 19 that became the first spark of something bigger, Teresa's path to healing was anything but linear.

In this episode, Teresa ...

Listen
Watch
Mark as Played

What happens when your body shuts down, doctors find nothing wrong, and the real answer is something no one thinks to ask you about?

Casey MacDonald went from a background in kinesiology and a lifelong connection to energy work to suddenly losing movement and speech in 2019. Every scan came back normal. Every test said she was fine. But she was far from fine.

In this episode, Casey reveals the hidden connection between her health c...

Listen
Watch
Mark as Played

What happens when you build the career, the income, and the life everyone told you to chase and still wake up miserable?

Nicole Shewaga spent 14 years climbing the corporate finance ladder as a professional accountant, checking every box of outward success. But behind the achievements was a story she never expected to tell. In this episode, Nicole reveals the moment everything shifted and how she discovered that the very thing high...

Listen
Watch
Mark as Played

What happens when you tell everyone you are uprooting your family to move to a country they have never heard of and every single person tells you not to go? Tasneem Damji, academic and career coach and mother of two, did exactly that in 2011 when she left Canada for Tajikistan with her toddler son. The reasons people gave her not to go were endless. But what no one could have predicted was what this decision would teach her, her so...

Listen
Watch
Mark as Played

What if the thing draining your energy every single day isn't your workload — it's something most women never even think to look at?

Diane Lauer is the founder of Simple Systems for Thriving, a transformational leader and systems architect who helps visionary women and purpose-led leaders transform complexity into calm clarity so they can lead, grow, and thrive without burning out. She is also the author of Nurturing Wisdom wi...

Listen
Watch
Mark as Played

Popular Podcasts

    Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

    Stuff You Should Know

    If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

    The Breakfast Club

    The World's Most Dangerous Morning Show, The Breakfast Club, With DJ Envy, Jess Hilarious, And Charlamagne Tha God!

    The Joe Rogan Experience

    The official podcast of comedian Joe Rogan.

    The Herd with Colin Cowherd

    The Herd with Colin Cowherd is a thought-provoking, opinionated, and topic-driven journey through the top sports stories of the day.

Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2026 iHeartMedia, Inc.

  • Help
  • Privacy Policy
  • Terms of Use
  • AdChoicesAd Choices