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  • 🏔️ Solo CEO mindset: The Outreach Paradox: Why Smart People Sabotage Their Own Success

🏔️ Solo CEO mindset: The Outreach Paradox: Why Smart People Sabotage Their Own Success

The body-based fear that keeps brilliant entrepreneurs hiding (and the journaling practice that dissolves it)

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On Thursday, I walked you through exactly how to book 5 sales calls using your existing network.

I gave you the script. The strategy. The step-by-step process.

And I'm willing to bet that half of you still haven't sent a single message.

Not because you don't know what to say. Not because you don't have the contacts. Not because you don't need the clients.

But because something deeper is stopping you.

Something that has nothing to do with sales skills and everything to do with being seen.

The Real Reason You're Not Reaching Out

Here's what I've learned after working with hundreds of entrepreneurs:

The fear of outreach isn't actually about sales. It's about exposure.

It's the terror that someone might see you as you really are—ambitious, needy, uncertain, human—and decide you're not worth their time.

It's the fear that reaching out reveals something about you that you'd rather keep hidden.

And here's the thing: not everyone has this fear.

Some people can send cold emails all day without breaking a sweat. They can pick up the phone, slide into DMs, and ask for what they want without their nervous system going haywire.

If that's you, feel free to skip ahead. But if you're reading this and feeling a little seen right now? Keep going.

Because this fear—this visceral, body-based terror of being visible—is keeping you from the business you deserve.

The Cost of Hiding

Let's get brutally honest about what "waiting until you feel ready" is actually costing you:

Financial Cost: Every month you avoid outreach is money left on the table. If your goal is $15k months and you're at $5k, that's $10,000 gone forever. Every. Single. Month.

Compound Stress: The longer you wait, the more desperate you become. And desperation makes everything harder. Your energy shifts. Your messaging gets weird. Your fear becomes a self-fulfilling prophecy.

Opportunity Cost: Those dream clients you could be working with? They're hiring someone else. The momentum you could be building? It's going to your competitors who are willing to be uncomfortable.

Confidence Erosion: Every time you tell yourself you'll "do it tomorrow," your self-trust takes a hit. You start to believe you're someone who doesn't follow through. Which makes the next attempt even scarier.

But here's what most business advice gets wrong: telling you to "just do it anyway" without addressing the deeper fear is like putting a band-aid on a broken bone.

You need to understand what you're actually afraid of before you can move through it.

Get Curious About Your Fear (The Body Wisdom Exercise)

Before you can move through fear, you need to understand it. Because what you resist persists—but what you examine loses its power over you.

I want you to try something right now. It might feel a little weird, but stick with me.

Step 1: Conjure the Feeling

Sit quietly for a moment. Close your eyes if you can.

Now imagine sitting down to write that first outreach message. Picture yourself opening your laptop, pulling up LinkedIn or your email, and starting to type a message to someone you want to work with.

What happens in your body?

Step 2: Map the Sensation

Don't try to fix it or push it away. Just notice:

  • Where do you feel it? (Tight chest? Churning stomach? Tense shoulders? Clenched jaw?)

  • How would you describe the sensation? (Heavy? Hot? Buzzy? Constricted?)

  • What wants to happen? (Do you want to run? Hide? Close the laptop?)

Step 3: Follow the Thread

Now here's the powerful part:

What does this feeling remind you of?

When is the first time you remember feeling this exact sensation?

Maybe it was:

  • Being called on in class when you didn't know the answer

  • Asking someone to the school dance

  • Sharing an idea that got shot down

  • Being told you were "too much" or "too ambitious"

  • Watching someone you looked up to get criticized for putting themselves out there

What story did you learn in that moment about what happens when you're visible?

Step 4: Journal It Out

This is where the magic happens. Grab a notebook (or open a doc) and just write. Don't edit. Don't make it pretty. Just let it all out:

  • What am I really afraid of here?

  • What's the worst thing that could realistically happen?

  • Where did I learn that being visible was dangerous?

  • What did I decide about myself or the world in that early moment?

  • What would happen if I were wrong about this fear?

  • What would I tell my best friend if they felt this way?

Write until you feel empty. Until you've named all the wild, irrational, completely human fears swirling around in the back of your brain.

Because here's what I know: Fear that's unnamed runs your life. Fear that's named loses its power.

When you drag these fears into the light—when you see them for what they are (old programming, not current truth)—they stop controlling your behavior.

This Isn't About You Being Broken

Listen, if you discovered you have this fear, you're not broken. You're not weak. You're not "bad at business."

You're human.

And you probably learned this fear response for a very good reason. Maybe being visible wasn't safe when you were younger. Maybe ambition was discouraged in your family. Maybe you watched someone get torn down for putting themselves out there.

Your nervous system was just trying to protect you.

But what served you then might be sabotaging you now.

Reframing Outreach as Service

Once you've done the inner work—once you've named and examined the fear—you can start to reframe what outreach actually is.

It's not about taking. It's about giving.

It's not about bothering people. It's about offering solutions.

It's not about being needy. It's about being useful.

The people in your network? They want you to succeed. They have problems you can solve. They're not sitting around hoping you'll stay small and struggling.

And when you reach out from a place of service rather than desperation—when you're offering value rather than asking for charity—everything changes.

Your energy is different. Your messaging is different. Your results are different.

The Confidence Loop

Here's the truth that nobody tells you: confidence doesn't create action. Action creates confidence.

You don't wait until you feel brave to do brave things. You do brave things and then you feel brave.

Every single successful entrepreneur has felt this fear. The difference is they did it anyway.

Not because they didn't feel scared. But because they learned that the feeling of fear doesn't actually mean anything about their safety or their worth.

It just means they're doing something new. Something that matters. Something that could change everything.

Your Fear Practice

Moving forward, I want you to make friends with this fear instead of trying to eliminate it.

When it shows up (and it will), here's what you do:

  1. Notice it: "Oh, there's that feeling again."

  2. Thank it: "Thanks, nervous system, for trying to protect me."

  3. Name it: "This is just fear. It's not truth."

  4. Act anyway: Send the message. Make the call. Take the step.

  5. Celebrate: Acknowledge the courage it took, regardless of the outcome.

The goal isn't to stop feeling fear. The goal is to stop letting fear make your decisions.

Your Next Step

If you haven't done the outreach exercise from last week, I want you to try something different.

Don't try to push through the fear or ignore it. Instead:

  1. Do the body awareness and journaling exercise above.

  2. Pick just ONE person from your list of 20.

  3. Send ONE message.

  4. Notice what happens in your body before, during, and after.

  5. Celebrate the fact that you did it.

That's it. Start with one.

Because the distance between zero and one is infinite. But the distance between one and five? That's just repetition.

You've got this. Not because you're fearless, but because you're brave enough to feel the fear and do it anyway.

That's what real CEOs do.

In love and growth,
Kasey

P.S. If this brought up some big feelings or insights, I'd love to hear about them. Reply and let me know—what did you discover about your fear? Sometimes, just telling someone else what you found can be incredibly powerful.

Whenever you’re ready, here’s how I can help you become a Solo CEO:

  1. Want to land your first (or next) $10K+ client—without relying on referrals or working 24/7? Get my FREE 5-day email course, The Solo CEO $10+ client blueprint, and learn how to build a high-ticket, repeatable business. 

  1. Ready to stop custom-building everything and start scaling systematically? The Solo CEO Accelerator uses a comprehensive assessment to identify your biggest business opportunity, then gives you the exact 90-day roadmap to transform it. Get early access when it launches next month.

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