Timothy September with his Certified Loopers at lunch at a coffee shop from Hypnothoughts 2024

The Conversation That Changes Everything

February 21, 20253 min read

Hey Future Looper!

There's this moment I'll never forget.

I was sitting at Elliott's Fairgrounds, a café in Norfolk, Virginia, with my little "Free Coaching" sign, wondering if anyone would actually stop by.

(Yes, this was after my glassblowing days, and no, I still don't sell pendants!)

That's when Sarah* sat down.

"I don't know why I'm even here," she said. "But something made me stop."

What happened next changed everything I thought I knew about transformation.

The Conversation That Wasn't

Here's what I didn't do:

  • Ask about her "pain points"

  • Launch into my coaching spiel

  • Try to prove my expertise

  • Pull out any techniques

  • Promise her results

Instead, I just said, "Tell me more about that something."

And then... I waited.

The Magic of Space

The silence felt eternal. (It was probably about 8 seconds, but who's counting?)

Then something fascinating happened.

Sarah's eyes shifted slightly to the left. Her breathing changed. And she said something that seemed completely unrelated to why she sat down:

"You know, I had a bird when I was little..."

Now, this is where most coaches would get confused. Most therapists would redirect. Most consultants would get back 'on track.'

But I had accidentally stumbled onto something important.

The Hidden Pattern

You see, what Sarah was doing wasn't random at all.

Her unconscious mind was offering up exactly what needed to be addressed – just not in the way most of us are trained to recognize.

That "random" story about her childhood bird?

It contained the exact metaphor she needed to understand her current situation.

The Art of Following

Here's what most people get wrong about transformative conversations:

They think they need to:

  1. Lead the conversation

  2. Direct the insight

  3. Create the breakthrough

  4. Push for change

  5. Control the process

But real transformation happens when you:

  1. Follow the energy

  2. Notice the patterns

  3. Allow the insight

  4. Hold the space

  5. Trust the process

The Natural Flow

As Sarah talked about her bird – how it would never leave its cage even when the door was open – something shifted.

Her eyes widened slightly. Her posture changed. Her voice got quieter.

And then she said, "Oh..."

That single syllable contained more transformation than hours of traditional coaching could have achieved.

Why This Works

The power of this approach comes from three key elements:

  1. Safety - When you're not pushing for change, people feel safe to explore

  2. Space - Real insights need room to emerge naturally

  3. Trust - Both in the process and in the person's innate wisdom

The Framework

Want to create these kinds of conversations? Here's the basic framework:

  1. Listen deeply (not just to the words)

  2. Follow their natural flow

  3. Notice the subtle shifts

  4. Hold the space for insight

  5. Trust what emerges

Sound simple? That's because it is.

Sound easy? That's where most people get stuck.

Your Turn

Here's a challenge for you:

In your next conversation (professional or personal), try this:

When someone tells you something, instead of thinking about what to say next, just say:

"Tell me more about that..."

And then wait.

Really wait.

See what emerges in that space.

What's Next?

Next time, we'll dive deeper into how to handle what comes up in these spaces – because trust me, once you start creating this kind of space, some amazing things will emerge.

See you in the loop!


P.S. Want to know the rest of Sarah's story? Drop me a line at [email protected]

(*Name changed for privacy, but the transformation was real.)

(And yes, I notice that urge you're feeling to immediately try this out... that's your unconscious mind recognizing something important! 😉)

Ready to learn more about Enter the Loop? Check out: https://entertheloop.com

Timothy September is the creator of the conversational hypnosis method, Enter the Loop. With Enter the Loop, you'll give your client's the shifts, breakthroughts, and "aha" moments that keep them coming back, eager to pay for your expertise.

Timothy September

Timothy September is the creator of the conversational hypnosis method, Enter the Loop. With Enter the Loop, you'll give your client's the shifts, breakthroughts, and "aha" moments that keep them coming back, eager to pay for your expertise.

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