The Greater Journey: Stories of Transformation with Gregory Rutledge
Everybody wants the highlight reel. Nobody wants to talk about the trenches. The Greater Journey is where we flip that. I sit down with entrepreneurs, leaders, and creatives to unpack the setbacks, the doubts, and the messy middle that actually make you GREATER. Each conversation follows my GREATER framework — Grounded in your story, Reframe your beliefs, Embrace learning, take Action, Transition with purpose, Empower your network, and build Resilience through it all. This isn’t theory, it’s real people sharing the real stories that shaped them. If you’ve ever felt stuck, overlooked, or like you were made for more, these episodes will remind you: your story isn’t the end. It’s the beginning of YOUR greater journey.
Episodes
What do you do when both of your sons are diagnosed with autism… and every door you knock on says, “We’re not a fit”?
Connie and Angel Rodriguez were a dual-career, doing-everything-right family—until life rewrote the script.
Two diagnoses. 300 doctors’ appointments a year. Savings gone. Fear, anger, and no clear path forward.
Instead of giving up, they did something wild. They prayed in an empty building, told God they would ne...
What happens when your ego becomes your god… and God literally throws you off your high horse?
In this episode of The Greater Journey, I sit down with Kelly Mason – filmmaker, healer, and founder of Kula Paradise Academy – whose life changed after a galloping racehorse accident, a near-death experience, and a documented medical miracle that doctors couldn’t explain.
We dive into:
- Her near-death experience and what she saw “on the ...
In this raw and powerful episode of The Greater Journey, host Gregory Rutledge sits down with Coach Will Smith, founder of Lifestyle Coaching Academy and creator of the New Me Initiative — a 90-day, no-excuses, results-driven transformation program.
Will’s story takes us from foster care, addiction, and self-destruction to fatherhood, redemption, and purpose. He reveals how a single wake-up call changed everything and why he believ...
In this episode of The Greater Journey, host Gregory Rutledge sits down with Lindsay “Boog” Yancey, founder of No Hook, LNY Bar Services, and LNY Assistant Services.
From dreaming of dancing on stage to managing artists and building her own brand, Lindsay shares how trial and error, resilience, and purpose turned rejection into rhythm.
🎧 What you’ll learn:
- How discouragement can redirect—not destroy—your destiny
- Why trial and erro...
In this heartfelt episode of The Greater Journey Podcast, Gregory Rutledge sits down with Jeff Caliguire—7-time author, former pastor, and founder of WeTrainCoaches.com—to explore the cost of living outside your calling.
Jeff shares his raw story of serving in ministry, battling depression, and finally discovering what he calls “clean energy”—the place where your purpose and peace align.
Together, they unpack:
🔥 How burnout is ...
When life knocked her down—hard—CJ C Boyd didn’t rise from the ashes.
She was forged in the fire.
In this powerful episode of The Greater Journey Podcast, Gregory Rutledge sits down with CJ C Boyd—founder of Queen by Design and host of Awaken the Warrior—to unpack what it really means to rebuild after loss.
After losing her children, her marriage, and her café, CJ had every reason to quit. Instead, she discovered the warrior wit...
Unlock greater success! Stephanie Garcia shares her NLP mindset, hacks for reframing limiting beliefs, and the system to turn one live video into 94 content pieces.
Stephanie Garcia of @captivateoncommand is the host of Lights, Camera, Live and is an award-winning digital marketing strategist dedicated to helping brands and business owners like you, skip the guesswork on how to make their presence known online and start...
On this episode of The Greater Journey Podcast, Gregory Rutledge sits down with Sarah Khan—leadership empowerment strategist, TEDx speaker, author, and founder of NYSH Strategic.
Sarah is known as “Sarah Khan Out Loud” for a reason: she doesn’t hold back on telling the truth about what it really takes to build a business and lead yourself with courage.
Together, they dive into:
- Why so many online entrepreneurs are “playing busines...
On this episode of The Greater Journey, Gregory Rutledge sits down with Elijah Bilel—creator of The Side Hustler Society and author of The Anatomy of Financial Success.
Elijah shares how his journey from Amazon employee to Uber driver to entrepreneur unlocked his mission: helping people reclaim financial freedom by mastering one-person business skills and understanding their financial personality.
In this episode you’ll discover:
- ...
On this episode of The Greater Journey, Gregory Rutledge sits down with Judaea Morris—entrepreneur, author of Rooted in Resilience, and founder of BIBE Media Group.
Judaea opens up about rebuilding her life after domestic violence, divorce, and starting over as a pregnant single mother. From launching a business with a $99 printer in her father-in-law’s house to hitting Amazon bestseller in 24 hours, her story is proof that setbacks...
What if a single piece of technology could prevent the next tragic police encounter?
In this powerful episode, I sit down with Greg Alexander, founder of Safe Connect ID, and his business partner Eric Kibodeaux, a 30-year medical professional and public health advocate, to explore a groundbreaking solution to one of the most urgent issues in public safety today.
🛑 People with disabilities are 4x more likely to experience harmf...
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