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...
From Side Hustle to Dream Career with Richard Wilmore
What if the career you've been chasing on the side is actually the one you were meant to do full time?
Richard Wilmore, award-winning talk show host and founder of Make Your Day Richer, LLC, spent 30 years treating his passion as a side gig while running everything from a mobile fashion truck to a cancer arts nonprofit. Then one pivotal decision changed everything.
What finally made him stop running from what he was born to do? And what's the one thing holding most entrepreneurs back from getting the visibility they deserve?
Richard reveals...
Turn Your Gift into a Business with Becky Kenrick
What if the moment your plans fall apart is really the start of someone you haven't met yet?
Becky Kenrick spent more than 20 years in accounting and finance, then watched the future she had planned disappear almost overnight. As a single mother, she had to figure out who she was beyond everyone else's needs. Today she helps women find more clarity, confidence, and agency in their own lives.
In this episode, Becky shares what she kept hidden behind a strong face, the reframe that changed how she saw the hardest season of her life, and...
Healing Grief and Burnout for Leaders with Rachel Yance
What if the thing holding your career back isn't a lack of options, but a loss you never had room to feel?
Rachel Yance spent more than two decades as a nurse. Today she is a health and life coach, sound healer, and yoga teacher, and she is training as a grief facilitator. Along the way, burnout and loss collided in ways she never expected.
In this episode, Rachel opens up about what finally made her rethink everything, the simple everyday practice that helped her move again, and a session she entered looking for career...
Rebuilding Your Identity After a Health Crisis with Alice Cunningham
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 than physical therapy, and the emotion that surfaced mid-conversation that she didn't see coming.
If you tie your...
When Your Corporate Identity Disappears with Janylene Turcotte
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 something deeper was happening. What she realized on the walk home in the rain became the turning point she never saw coming.
What was the "missing link" she...
Health Crisis Recovery for Leaders with Alice Cunningham
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 Bar3 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 than physical therapy, and the emotion that surfaced mid-conversation that she didn't see coming.
If you tie your...
Publishing Myths No One Talks About with Terry Whalin
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 what's the number one myth that keeps authors from selling books? And what did an acquisitions editor tell him was the "11th myth"...
Reinvention After 40 to Powerlifting Champion with Cris Coniglio
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. It was a competitive powerlifting stage, a wall full of trophies, and a message that's changing the way women think about what's possible. What made her walk through a door...
How to Reinvent Your Career in Midlife with Janet Uribe, ND, MBA
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 at her desk, she noticed something about the products she was selling that she couldn't unsee. And it changed everything.
What she did next took nearly a...
Pastor Turned FBI SWAT Operator with Eric Robinson
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 finish listening. His story is proof that your next chapter can look nothing like your last one...
Small Steps to Real Change with Dr. Christiane Schroeter
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 episode, she reveals the hidden economic logic behind why every human resists change and why that resistance is actually rational.
Tune in to hear...
Money Beliefs Holding Creatives Back with Jen Fontanilla
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, and four-time award-winning author of The Creative Code, Jen helps creative entrepreneurs uncover the money stories they didn't know were running the show.
Tune in...
From Grit to Grace in Leadership with Dr. Alena Candova
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 inward? Something completely unexpected happened.
Tune in to hear what she uncovered and the shift that changed everything.
To connect...
How Storytelling Helps Coaches Get Clients with Jessica Rhodes
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's what Jessica discovered along the way about why most coaches fail at visibility that might surprise you.
Listen in to learn more about...
What Really Happens After You Become a Published Author?
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 would say to the version of herself before she shared her story. What came out is something every woman sitting on her own story needs to hear.
<...How One Conversation Made 11 Women Bestselling Authors
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 conversation and walked out a published author. But what happened after the book landed in their hands? The reactions surprised even them.
This is Part 1 of...
Inside the Empowered Podcasting Conference with Rich Perry
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 creators build impactful shows and sustainable businesses. From expert-led sessions on monetization and sponsorships to hands-on tools for growing your audience, Rich reveals what attendees walk away with and why the community keeps delivering...
Turn Your Creative Gift into a Career with Allen C. Paul
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 everything changed.
Now with over 500 podcast episodes, multiple books, devotionals on the billion-download YouVersion app, and performances alongside jazz and soul legends...
Why Breast Health Belongs in Your Self-Care Routine with Pam Fichtner
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 connection to breast cancer in her own family deepened that mission even further.
In this episode, Pam shares why most women have never been taught to care for this part of their body...
Coming Home to Yourself After Carrying Wounds That Were Never Yours with Teresa McLellan
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 reveals what she calls "soul whispers," the quiet signs most people dismiss that signal something deeper is asking to be seen. She shares the...
The Next Best Step to Reclaiming the Power That Was Always Within with Casey MacDonald
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 collapse and something happening in her personal life that not a single doctor ever asked about. She shares what it took...
How High Performers Can Stop Running on Empty and Start Leading from Within with Nicole Shewaga
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 performers dismiss could be the key to unlocking their next level.
She now helps driven leaders and sensitive high achievers tap into a form...
Why the Boldest Decisions Often Start with Everyone Saying No with Tasneem Damji
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 son, and eventually the families she now coaches.
In this episode, Tasneem shares the moment a seven-year-old taught...
How Visionary Women Leaders Can Stop Burning Out and Start Thriving with Diane Lauer
What if the thing draining your energy every single day isn't your workload β 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 with the Simple System.
In this episode, Diane shares what she discovered after losing her CFO role of 10 years and spending a year in deep transition β and...
Reclaiming your Voice and Identity After a Toxic Relationship with Marnie Benney
What do you do when the life you built over 32 years suddenly leaves you with 86 cents in the bank and no way forward?
Marnie Benney is a mindset and resilience coach, mentor, and founder of Mindset Evolution with Marnie. She helps women rise from survival mode into self-worth, confidence, and independence using lived experience and practical mindset tools.
In this episode, Marnie shares what it actually felt like to hit rock bottom after leaving a long-term relationship, and why the moment she thought she had nothing left turned out to be the moment everything changed...
Reinventing Yourself After Life's Biggest Disruptions with Christa Skinner
What if the moment your life fell apart was actually the moment your real life began?
Christa Skinner is a certified health, life, and breakup and divorce coach and co-author of the bestselling book Emotional Alchemy. She has guided countless women through the kind of identity shifts that shake you to your core: divorce, empty nest, career upheaval and out the other side into something they never expected: themselves.
In this episode, Christa shares what actually happens when a woman reaches out in crisis mode, why the women who struggle most are often the ones...
10X Growth Strategies for Entrepreneurs with Steve Walsh
What separates the entrepreneurs who scale their companies from those who grind 80-hour weeks and still fall behind? According to private equity investor Steve Walsh, it's not capital β and the answer might surprise you.
Steve Walsh, founder of Bison Equity Group and author of Make the 10X Leap, has spent over 30 years inside the books and behind the boardrooms of companies ready to explode, and companies quietly dying. He knows the exact moment a business stops growing, and more importantly, what it takes to reverse it.
In this episode, Steve reveals why most entrepreneurs are so...
Independent Book Publishing Strategies for Authors with Michele DeFilippo
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 seasoned authors.
Michelle pulls back the curtain on what is really happening in today's publishing landscape, who is quietly taking money...
Female-Driven Stories That Win Awards with Kay Oliver
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 did. Her debut novel alone earned four literary awards. Now on her 15th book and named Fiction Author of...
Building Influence, Income, and a Legacy That Lasts with Minesh Baxi
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 life, one that reshaped how he raised his children, built his career, and thinks about success entirely.
In this episode, Minesh challenges everything...
Recover from Burnout and Reclaim Your Purpose with Katrina Stephenson
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 Support and Mindful Nurse Gardener, two powerful initiatives reshaping how healthcare workers heal. She turned a published letter during COVID into a movement, and built...
How to Scale a Service Business with Financial Discipline with John Morris
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 financial blind spots that quietly strangle profitable growth.
In this episode, John reveals the three numbers every service business owner must...
How to Keep your Human Voice in Marketing with Rachel Allen
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 you can take today that most business owners completely neglect.
If your marketing feels like it sounds like everyone else's, you need to hear this.<...
Why "Good Enough" Beats Perfect When Building Your Coaching Program with Jake Wysocki
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 how he thinks about programs, perfection, and the cost of waiting.
In this episode, Jake breaks down why chasing perfection is the wrong goal entirely, and what...
Burnout Recovery for High Achievers with Samantha Catone
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" β whole foods, meditation, specialists, supplementation β 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 of Milestone Moments in Business and Leadership, former attorney turned burnout coach Samantha Catone shares the surprising truth she uncovered when conventional advice stopped working β and how the very traits that made her su...
The Success Trap Burning Out Women Entrepreneurs (And How to Escape It) with Gwen Bortner
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 strategy will fix what's really wrong.
In this episode, she challenges the definition of success you've been chasing, reframes what burnout is actually about, and shares a one-word...
Preserving Family Heritage Through Storytelling with Joseph Bolton
What happens when a combat veteran, space operations specialist, and math teacher picks up a pen β 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 β and ignited a book series that readers of all ages can't put down.
In this episode, Joseph shares how a real Algonquin woman named Mirimete Ouagwe β whose...
The Invisible Stage to Grow Your Visibility and Authority with Sabine Kvenberg
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 this episode, Sabine introduces a concept that might reframe everything about how you show up in your business. She calls it...
Building a Personal Brand with Video with Sara Berry
What if the thing holding you back from video isn't your gear, your lighting, or your editing skills β 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 β and the results were nothing like she expected.
In this episode, Sarah reveals why most people approach video content completely backwards, the mindset shift that separates those who gain traction from those who...
Your Voice Could Be Your Most Valuable Business Asset with Harry Duran
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 β he built an entirely new life with one. But it wasn't until a near-death experience on a waterfall in Thailand that he discovered the real reason he does it all.
In this episode, Harry reveals the counterintuitive strategy that landed him a sponsor before he...