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Episode #73 The Two Words Keeping You Stressed With Cheryl Dillon

Season #3

If you’ve been feeling stretched thin, snappy, or quietly resentful—this conversation will land.

Because the problem usually isn’t your life. It’s the language running underneath it.

In this episode, Landy sits down with Cheryl Dillon—life coach and divorce coach with 15 years of experience helping people navigate high-stress seasons without burning everything down. Now, Cheryl’s focused on something just as powerful: helping midlife women reclaim joy, confidence, and emotional freedom by becoming their own best friend.

You’ll hear why so many women are living on autopilot, why your brain offers you a narrow set of “options” when you’re stressed, and how the smallest words—have to, should, need, I’m sorry—quietly train your nervous system to feel trapped.

This is not about becoming calm all the time. It’s about becoming grounded in yourself—so you stop outsourcing your peace to other people’s moods, expectations, or approval.

In this episode, you’ll learn:

  • Why your relationship with yourself is the foundation for everything else (including friendships, joy, and confidence)

  • How “blame” keeps you stuck—and how radical responsibility gives you your power back

  • The real reason your brain “doesn’t give you options” when you’re stressed (and how to widen your lens)

  • How people-pleasing pulls you away from yourself—and how to stop making other people’s emotions your job

  • The language pattern that quietly drains you: have to / should / need

  • Simple replacements that instantly create more agency: I choose to / I intend to / I’m willing to

  • Why you don’t need a massive overhaul—just one small change you can repeat

  • A practical tracking tool (yes, it involves pebbles) that builds awareness without shame

A moment you’ll remember:

Cheryl breaks down the “inner voice” most women live with—the critical, protective narrator that says you’re not enough—and explains how to interrupt it without turning self-growth into another performance.

And Landy shares a real-life example that every woman will recognize: how one belief (“being late means I’m a bad mom”) can hijack the entire morning—and how shifting the story changes everything.

Your takeaway:

Start small. Don’t make this a personality renovation.

Just notice the moment you start a sentence with “I’m sorry.”
Notice the moment you say “I have to.”
And try it one less time.

That’s how change sticks.

Connect with Cheryl Dillon

Coastal North County San Diego (in-person): Cheryl’s Connected Hearts membership community is designed for women who want more connection, joy, and real-life support in midlife.

Outside San Diego (anywhere): Subscribe to Cheryl’s free weekly newsletter, The Uplift—a Thursday email that shares relatable stories and coaching-based insights in real-world language, plus reflections and small action steps you can use immediately.

www.funderfulexperiences.com   Making Midlife Funderful: Curated gatherings, coaching & community for women shaping a midlife that's joyful, vibrant and intentional.

Get The Uplift, our weekly dose of connection, inspiration & Funderful updates - subscribe here.

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Connected Hearts - Our monthly membership community in North County San Diego, where women gather for laughter, learning, and genuine connection.

Here's Your Action Step (quick + powerful)

Pick one phrase you’re ready to interrupt this week:

  • “I’m sorry…”

  • “I have to…”

  • “I should…”

Then set an intention: say it one less time.
That’s it. That’s the work.

If this episode landed, Stress, Rewritten goes deeper.

It’s a private audio experience designed to change how stress runs your day—not by managing it better, but by changing the patterns underneath it.

Join the Stress, Rewritten waitlist to be the first to know when doors open, get early access, and receive any bonuses offered to waitlist members.

Join Stress, Rewritten Here

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