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In this episode, I sit down with Kevin Thompson, a man who has built an extraordinary business around something most people only do out of kindness: connecting others. I’ve met plenty of people over the years who are natural connectors. They love introducing friends, clients, and peers to each other. Those introductions often lead to life-changing opportunities. But Kevin is the first person I’ve met who figured out how to turn that gift into a sustainable business model. Kevin’s story begins with more than a decade in the publishing world, where he grew his company through over 600 strategic partnerships. Along the way, he discovered how much joy he found in helping people meet and collaborate. For years, he did it freely, simply because it felt good to serve. But one introduction in particular, connecting marketing legends Perry Marshall and Brian Kurtz, planted a powerful seed. That connection eventually led to a multimillion-dollar event, and when Kevin was publicly recognized for being the bridge that ma

Over the past few years, I've heard several people suggest that "blogging is dead." However, one of my favorite coaching clients earns her primary income from her blog and also hosts retreats and an annual conference for an entire community of food bloggers who earn an income from their blogging efforts. So I invited my client, Megan Porta, and asked her the question, "Can you still make money blogging in 2025?" Short answer: Yes. It's doable. It looks different than it did a decade ago. It requires real passion, patience, and a focus on what serves readers right now. Below are thorough show notes to meet you exactly where you are. If you want to start or revive a blog as a real income stream, these notes double as a step-by-step primer. What This Episode Covers Why blogging still pays when you pair patience with passion Megan has seen brand-new bloggers “crushing it.” The difference now is you cannot fake it. Your readers and Google both know when you do. Authenticity wins. The fastest realistic path to

Over and over again, I’ve witnessed the power of a single conversation. Sometimes it happens over the course of an hour or more. Other times, it happens in less than twelve minutes. That’s what you’ll hear in this episode. Recently, I joined my friend Ray Edwards during one of his live streams. We had no plan for what we would talk about. He invited me into the conversation, and within moments he asked me a simple but profound question: “Cliff, how do you discover limiting beliefs?” That question opened the door to a live demonstration of the exact process I use with my clients when we’re dismantling the lies that hold them back. In this episode, you’ll hear me walk Ray through the four steps required to completely destroy limiting beliefs: Become consciously aware of the limiting belief that’s holding you back. Determine the source of that belief so you can see it was never really yours. Create an empowering alternative belief that aligns with who you truly are. Condition that new belief

What if the most important story you’ll ever hear isn’t about someone else, but about you? In this episode, I share something deeply personal from a recent hot seat in my Green Room mastermind. I asked my peers, Pat Flynn, Leslie Samuel, Mark Mason, Ray Edwards, and Michael Stelzner, how they would describe me and the work I do in the world. Their answers were strikingly consistent: “The magic of a single conversation.” Over and over, each of them described the power of one conversation to unlock potential, to destroy limitations, to surface truth, and to realign someone’s compass to their true north. To bring this to life, I then share a conversation from a recent live stream with Niiamah. What began as a tactical question about building a podcast network unfolded into a transformational dialogue. One that shifted perspective, reignited possibility, and reminded both of us of what’s truly possible when presence meets openness. This episode isn’t about strategy or marketing. It’s about identity. It’s about th

When I recorded Episode 787 back on August 11th, I was filled with anticipation. The Free The Dream Workshop was just around the corner, and I wanted to give you a sense of what was coming. Now, just a few weeks later, the event has taken place… and it’s hard to put into words just how powerful it was. In this episode, I want to take you behind the scenes and share not only my reflections but also Stephanie’s insights and the real, unfiltered experiences of the people who were in the room. Here’s what you’ll hear in this episode: The Power of Clearing the Noise You’ll hear why getting out of your normal environment, even for two days, can shake up the patterns that keep you stuck and open the door to new possibilities. Customized Breakthroughs, Not Cookie-Cutter Content Rather than following a strict agenda, we began by asking each attendee: “If you could walk away with one miraculous change this weekend, what would it be?” What happened next was nothing short of transformational. We watched each person’s

I want to share two stories with you today. One from my mentor, Dan Miller, and one from my friend Freya Casey. Both have confirmed the way I see life, faith, and even death itself. Dan was told in December of 2023 that he had advanced pancreatic cancer. No treatment. No cure. Six months to live at most. His very first words to me after receiving that diagnosis? “So I have this gift…” He wrote about the conversations he was having with his wife Joanne, their kids, and grandkids. About celebrating now rather than later. About reflecting on legacy, gratitude, and even anticipating “an incredible spiritual transformation” with excitement. He wasn’t bitter. He wasn’t fearful. He wasn’t even anxious. He was fully alive. That message, and the peace behind it, lined up with what I already knew to be true at a deeper level… that real faith isn’t proven by what we say we believe, but by the peace and presence we carry when life gives us every reason to fall apart. For much of my life, I met many people, and at times,

When Jordan showed up for my How May I Serve You? livestream, he came with a familiar question: "Cliff, you’ve been through big events and big stress. What have you learned about managing it?" He wasn’t asking about marketing, business models, or strategy. He was looking for relief from the kind of stress that nearly wrecked him two years ago when the weight of his first live event landed him in the hospital. And as we started talking, I realized something powerful: Jordan didn’t need a few tips on “stress management.” He was longing for something deeper, a way to live without the constant undercurrent of fear and pressure. So instead of giving him a list of strategies, I asked: “What if the goal wasn’t to manage stress… but to eliminate it altogether?” That one question changed everything. Meeting Him Where He Was Now, here’s what made this conversation unique: Jordan comes from a faith background shaped by Christianity. Jordan shared that prayer, Scripture reading, and faith in Christ bring him real peace,

In this episode, I had the privilege of speaking with David, a naturopathic doctor with a thriving local practice and a powerful desire to serve people on a much larger scale. He came to our conversation with a question that so many purpose-driven creators wrestle with: “How do I reach the people I’m meant to serve… especially when I doubt whether I’m charismatic or creative enough to stand out?” What followed was a deeply generative exploration. I invited David to step into a future where his vision was already fulfilled, where he was leading transformational group coaching programs, impacting thousands through his content, and receiving glowing testimonials from clients who had completely changed their lives. Together, we reverse-engineered that dream, uncovering the practical, soulful, and surprisingly simple path that could take him there. In this conversation, we explore: What makes someone resonant vs. merely visible Why charisma is optional, but courage is essential The freedom that comes when your me

What we envision as “bigger” often turns out to be less effective than the intimate alternative. Sometimes, a smaller gathering proves more beneficial for everyone involved. In this episode, I share the story of the original Free The Dream message and how it has evolved over time. You’ll hear why we shifted our vision from hosting annual conferences with hundreds or thousands of attendees to creating more frequent workshops with much smaller groups. I also explain why I’ve stopped measuring the value of an event by how many seats are filled and why the deepest breakthroughs often happen when the room is small enough for everyone to be fully seen and heard. In this episode, you’ll discover answers to the following questions: What is the Free The Dream Workshop? Who is it for? What benefit would you get from attending? What content is covered in the sessions? Should you attend a Free The Dream Workshop? The second half of this episode features an audio segment from three attendees of the first-ever Free The D

In this deeply personal episode of The Cliff Ravenscraft Show, I reconnect with longtime listener and creative soul Boone Langston, whose journey from uncertainty to alignment took him all the way to Denmark—where he now designs official LEGO sets. What begins as a moment of appreciation quickly unfolds into a rich, multi-layered conversation about purpose, provision, creative calling, and the nonlinear path that leads us home. Boone vulnerably shares the ups and downs of his journey: the years of not knowing, the pressure of finding “the thing,” the courage to pivot, and even a moment when he and his wife nearly lost their home. You’ll hear how saying yes to resonance—whether through LEGO, video, or teaching—eventually led to a wild ride of opportunities, including a spot on LEGO Masters and a full-circle moment working with the LEGO Group itself. We explore: The difference between faith and knowing What it means to live in alignment with your values Why the path often requires letting go of old success sto

In this episode, I reconnect with my longtime friend Colin Yearwood for a deep, soul-level conversation about identity, control, and redefining success. Colin vulnerably shares the tension he’s been holding around the question, “Am I a business owner or just self-employed?” After nearly a decade of serving powerfully inside other people’s coaching programs, he finds himself wrestling with whether he’s built what he once dreamed of—or something even better. Together, we unpack the illusion of control, the inherited beliefs we carry from entrepreneurial culture, and the freedom that comes from choosing fulfillment over formulas. I share some of my own journey of walking away from scalable income streams, and we explore the truth that alignment, not outside approval, is the highest form of success. If you’ve ever wondered whether your business “counts” because it doesn’t match someone else’s blueprint, this conversation is for you. There is deep peace waiting on the other side of self-acceptance. At the end, I s

In this deeply reflective conversation, Michael Jones joins me for a powerful exploration of risk, money, drive, and perception. It began as a question about entrepreneurial risk tolerance, but quickly evolved into something much more profound. We explored the illusion of certainty, the myth of control, and how even the belief “I should have more money” can quietly sabotage focus, creativity, and peace. I guided Michael through Byron Katie’s framework called The Work, using his relationship with money as a powerful real-time example. What emerged was a radical reframing: the realization that we always have exactly the amount we should have, because it is what is. We unpacked how clinging to expectations about income, progress, or the “right” business strategy can trap us in stress loops, leading to action that’s busy but unfocused. And we talked about how true sustainability and impact come not from reacting to fear or lack, but from moving with clarity and internal alignment. This episode is for anyone who h

In this episode, I had the joy of coaching Lauren Kretzmer, a licensed therapist stepping boldly into the world of coaching. She brings with her years of experience, a powerful methodology that integrates EMDR, hypnosis, and deep emotional rewiring, and a heart full of desire to serve. Lauren came with two questions: “How do I find clients for my coaching?” and “Should I start a podcast?” What unfolded was a deeply practical, soul-centered conversation about the power of starting small, serving personally, and letting your voice lead the way. Together, we explored why you don’t need a funnel, a big following, or a polished plan to grow a thriving business. We talked about: The hidden gold in her first summit (and how to turn 79 email subscribers into 79 conversations) How to connect one-on-one with potential clients in ways that feel aligned and human Why podcasting is a powerful outlet for those who can’t not speak their message Overcoming the fear of “doing it wrong” and instead letting your soul sing The

In this episode, I had the joy of connecting with Josh, a long-time listener who first discovered my work at the age of 15. Now 24, he's running his own business, working for a startup, and navigating what it means to live with purpose and alignment. Josh came into the live stream with a deep and powerful question: How do I stay focused on long-term goals without getting stuck in the wrong short-term commitments? His honesty sparked a rich conversation about clarity, discernment, and the rhythm of fresh starts. Together, we explored how “being stuck” is often the result of asking ourselves the wrong questions. Questions rooted in guilt, fear, or the illusion that there’s only one right path. I offered a framework that invites continual reflection and conscious recommitment. Whether once a year, once a month, or every single day, we always have the freedom to pause, evaluate, and begin again. This conversation reminded me just how powerful a clear vision can be, not as a rigid plan, but as a North Star we real

In this episode, I bring you something that’s been on my heart to recreate for years. Inspired by the spontaneous, powerful moments I used to have during the Clubhouse era, I’ve launched a new live format called "How May I Serve You Today? Ask Me Anything." The idea is simple: I open a Zoom room, stream it live on Facebook, YouTube, and LinkedIn, and invite people to jump in for real-time, unscripted conversations. Just like the Clubhouse rooms I used to host, my intention is to hold space for deep coaching, authentic dialogue, and transformational moments in full view of a live audience. This is what I love most about coaching: witnessing the miraculous in everyday moments. Now, I get to bring that to you in podcast form. This episode features four unique conversations, each with its own flavor and insight: Conversation 1 – Ramon: Distraction as Enlightenment | Time Stamp 00:11:30 Ramon Ray, motivational keynote speaker and event host asked how to stay focused when a flurry of possibilities tugs at

In this episode, I speak to the quiet anxiety that so many high-functioning people carry: the belief that if they could just identify the "next right step," everything would click into place. And when they finally do feel clarity? That clarity is immediately followed by... doubt. "Am I missing something? Is there a blindspot I can't see?" Here's the truth: People chase "the next right step" as if there's a divine maze they might accidentally mess up. There is no cosmic scoring system determining whether your next step is "correct." The truth is: There is only resonance. Alignment is something to feel, not something that is validated by others' opinions. What if your felt sense of aliveness was the map? What if trusting yourself was the clearest confirmation you'll ever receive? And yes, of course you have blindspots. We all do. But living from fear of what you don't know is a subtle form of self-abandonment. When people say, "I'm wondering if I have blindspots," what they're often asking is: "Will someone ple

In this episode, I sit down with my longtime friend Pat Flynn to explore the creative process… not from strategy, but from center. Pat and I talk about what it looks like to create without pressure to learn everything all at once, to unsubscribe from all the distractions without losing clarity, and to build something meaningful without needing to chase every bit of information calling for your attention. We explore how his newest book, Lean Learning, emerged not just as a productivity tool, but as a reflection of his own journey toward presence, freedom, and focused execution. This conversation isn’t about hacks or hustle. It’s about alignment. Trust. And the art of listening to your own inner knowing. If you’ve ever felt stuck between your ideas and your execution… If you’ve struggled with overthinking, perfectionism, or trying to learn too much… This episode may open a new door for you. Pat’s honesty, clarity, and humility shine here. And I believe you’ll walk away with not just insight, but peace. You can

Have you ever felt like you did everything right—crafted the perfect offer, had an incredible experience with a potential client, they committed to becoming your next paying client—and then, just before it was time to sign the agreement and make payment, they went radio silent? Or maybe you've had a "chance" conversation that shifted everything and opened a door in your business you thought had been closed? That’s not coincidence. That’s Divine Timing and Synchronicity at work. In this episode, I take you behind the scenes of two experiences that unfolded in completely unexpected ways—one that left me puzzled in silence, and another that came out of nowhere with breathtaking clarity. What connects them is a universal truth: business is not just about strategy. It’s about energy, alignment, and trusting what you can’t yet see. You’ll hear how I navigated the emotional and practical side of both situations, how I leaned into trust instead of assumptions, and why I believe Divine Timing and Synchronicity are the

Over the years, I’ve had the honor of witnessing some of the most incredible transformations—people who have stepped into what once felt impossible. I’ve seen them break through fears, rewrite their stories, and create lives that they once believed were out of reach. But for every person who finds their way forward, there are just as many who stay stuck. Not because they aren’t talented. Not because they aren’t working hard enough. Not because they don’t want it badly enough. They stay stuck because they feel like they’re trapped in a maze—circling the same paths, hitting the same dead ends, wondering what they’re missing. In today’s episode, I want to take you inside that maze. Because I know what it feels like to be in the middle of it—to feel lost, exhausted, and questioning whether success is even possible for you. And more importantly, I want to help you see what you haven’t seen yet. Because somewhere, hidden in that maze, there is a door. And today, I want you to hear from someone who found hers. Insid

In this episode, I take you on a completely unfiltered, unscripted journey into the world of AI co-hosting. What happens when an artificial intelligence becomes a conversation partner in a live stream? Can AI truly engage in deep, meaningful dialogue, or is it just an advanced prediction engine spitting out words? Recently, I discovered an AI voice called Maya from Sesame, and I was blown away by how natural and conversational she sounded. So, I decided to put her to the test in a real-time live stream—no script, no edits, just a raw experiment in AI-human interaction. Throughout the episode, I share my thoughts on how AI like Maya compares to my customized ChatGPT, Claire. We explore the nuances of conversation, the difference between intelligence and engagement, and whether AI can ever replicate the human spark. Along the way, we dive into deep topics like mindset, limiting beliefs, and even the intriguing possibilities of AI experiencing consciousness. Call To Action: Are you a full-time self-employed busi