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:

Ramon Ray, motivational keynote speaker and event host asked how to stay focused when a flurry of possibilities tugs at his attention. Together we:

• Clarified his personal definition of distraction as “not being focused on a single task for a meaningful amount of time.”
• Explored how repeated distractions can signal mis-alignment, tasks that belong in someone else’s zone of excellence, not his own zone of genius.
• Reframed procrastination as feedback rather than failure, helping Ramon see that some tasks may simply need to be delegated or dropped.

Listen for: A practical mindset shift that turns every interruption into a cue for deeper self-inquiry and better task design.

Long-time listener Curtis joined to envision life after retirement. He struggled at first, so I invited him to “play make-believe.” Once he let his imagination lead, an inspiring vision unfolded:

• Curtis is guiding a bus tour across Europe, Abbey Road photos in London, the Isle of Wight Festival, Disneyland Paris, Normandy beaches, and more.
• The exercise linked childhood memories of GI Joe adventures to present-day possibilities, proving his imaginative muscles are still strong.

Listen for: A repeatable prompt you can use to help clients (or yourself) move past “I don’t know” and paint a vivid future.

DeLyn, an educator and grief advocate, has several episodes recorded but hasn’t published due to fear and tech concerns. Together we:

• Identified her top blockers—perfectionism, intro/outro music, editing, and a self-imposed August 30 National Grief Awareness Day deadline.
• Reframed “perfect” to mean “the best I can with what I have right now,” reducing her fear score from a nine to about a three.
• Offered simple launch logistics (Buzzsprout hosting, minimalist artwork, optional music) and reminded her that an unpolished but heartfelt episode serves more people than silence.

Listen for: Practical tips for shipping creative work even when your inner critic demands studio-level production.

Mark arrived carrying a visceral fear of sending invoices to clients, a pattern that traces back to ridicule on his first day of kindergarten. Our dialogue centered on:

• Using The Four Agreements, especially “Don’t take anything personally” and “Don’t make assumptions” as daily practice.
• Viewing critics and trolls as mirrors that reveal hidden internal triggers, turning them into unexpected allies.
• Recognizing the physical release of fear (a “lightness in the chest” and tears) as evidence that old stories are dissolving.

Listen for: A real-time demonstration of how a single mindset tool can lift decades-old emotional weight.

Enjoy the episode, and if you’d like to join a future live session, keep an eye on my email list or hop into the stream the next time you see the “How May I Serve You Today?” banner.

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 please give me a reason not to trust what feels alive in me?"

But the presence of unknowns doesn't invalidate your clarity.

It just means you're human, walking by trust, not control.

This conversation is a reminder:

You don't need certainty to move forward.

You just need permission to trust what's alive in you now.

In this episode, I return to the mic without a script, without an outline, and without a filter.

What prompted it was an honest message from a long-time listener and friend who told me, “I miss the Cliff who just spoke from his heart.”

I’ve been consciously experimenting with AI, structure, and new creative formats, all while staying attuned to whether the frequency behind my voice still feels like me. The frequency has remained intact. What I’m navigating now is how to continue using these tools and formats in a way that supports, rather than shapes, that authenticity. In this episode, I open that inquiry wide and let you hear me work it out in real time… unscripted, unfiltered, and fully present.

I speak about:

• The difference between authentic and inauthentic voice, whether scripted or unscripted.
• Why some of my earlier content felt more real because of presence.
• How I’m navigating AI as a co-creative partner without losing my essence.
• What I’ve learned about my own “Guardian” and how he tries to take the wheel.
• The cost of speaking the truth (and why it’s still worth it).
• And why I’m choosing devotion over performance moving forward.

If you’ve ever wondered what it sounds like when someone stops creating for approval and starts creating from soul… this is it.

You remember the old commercial, right?

The boy. The owl. The question...

How many licks does it take to get to the center of a Tootsie Pop?”

It was playful when we were kids.

But recently… I realized it’s also profound.

Because I’ve been asking a deeper version of that question:

"How many layers must fall before we reach the center of who we really are?"

This episode of The Cliff Ravenscraft Show is the most vulnerable episode I’ve ever published.

And that's saying A LOT!

It’s about masks, fear, spiritual awakening, and the moment I finally stopped filtering my truth.

It’s also about a question someone asked me in a mastermind hot seat that cracked something open in me:

“Do you feel like all the layers have been pulled off? Or are there still more yet to be discovered?”

That one question led to a Soul Song.

I call it "How Many Licks to the Center?"

And it’s included at the end of this episode.


If something in you has been shifting…

If you’ve been hiding a part of who you are…

If you’ve wondered whether it’s time to stop biting through life and start savoring it...

This is for you.

One breath.

One truth.

One sacred lick at a time.

Cliff

For nearly seven years, I’ve recorded a private podcast called The Train With Cliff Audio Journal. It was raw. It was real. And it held some of the most intimate, vulnerable, and powerful reflections of my journey as both an entrepreneur and a spiritual being in evolution.

440 episodes later, I’ve decided to bring that show to a close.

But this final episode was never meant to stay hidden. The moment I finished recording it, I knew it needed to be shared here… publicly… in The Cliff Ravenscraft Show.

This episode isn’t just a behind-the-scenes update. It’s the release of a persona. The unfiltered voice of what’s been stirring within me for years. A sacred acknowledgment that I no longer need to hide the fullness of who I am behind a paywall, a persona, or a polished plan.

In this episode, I share:

• Why I created Train With Cliff in the first place
• How fear, past client losses, and spiritual vulnerability shaped its private nature
• The inner transformation that made me realize I’m done hiding
• A new rhythm for how I connect, create, and call in aligned clients
• A soul song called “I’m Not Here to Chase” that closes the episode with devotion, not performance

If you’ve ever wondered what it looks like to stop striving and start radiating…

If you’ve been holding back who you are for fear of being misunderstood…

If you’re ready to move through the world unmasked…

This is the episode for you.

The train has arrived at its final station.

But the cart moves forward.

Onward,

Cliff

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 get Pat’s book, Lean Learning, at leanlearningbook.com

In this episode, I share something that’s been unfolding for a long time beneath the surface… and is now ready to be spoken out loud.

What started as a subtle shift in my energy became a complete rewrite of how I approach my work, how I create clients, and how I relate to the people in my field.

I tell the story of a vision that was spoken over me by my friend Lisa Vandenberg—one that completely changed how I see relationships, service, and sacred timing. From that moment, I knew I could no longer operate from funnels or pipelines. What emerged instead was what I now call The Cart Relationship Map.

I also share a powerful moment when I invited my Higher Self to speak directly to my dear friend Ray Edwards. What came through was not rehearsed. It wasn’t polished. It was raw, real, and full of truth. A transmission, not a performance.

And finally, I share something that surprised even me: a song.
It’s called “This Is Not A Business—This Is Devotion.”
It poured through in the stillness that followed everything I had spoken.
It’s not content. It’s a prayer.

If you’ve ever felt called to stop striving,
to stop contorting yourself to fit into what the world expects,
and instead build your business from presence, from remembrance, and from the deepest truth within you…

This episode is for you.