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Kelly Berry

[Life Intended] Why achievement didn’t make her happy (and what did)

Published about 2 months ago • 2 min read

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Hey Reader,

Have you ever confused approval with love?

Think about that for a moment. That’s a big question.

If we're honest, I think most of us have, at some point. We’re taught to be good, impressive, selfless, pleasing. We earn gold stars and praise and think, this must be love.
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But what if it’s not?

This week’s podcast conversation is one we’re still thinking about and honestly, a message we think a lot of women need to hear.

Ashley Jordan, lawyer, journalist and author of Unhappy Achiever, joined us to talk about what happens when you build the “perfect” life but you still don’t feel like you’re enough.

She had the degrees. The career. The family. The checked boxes.
But she also had a nagging question most of us have felt at some point:
​Why doesn’t this feel like enough?
Why don’t I feel like I’m enough?

In our conversation, Ashley opens up about:

  • The moment she realized she didn’t know herself anymore
  • How she started reconnecting with joy (spoiler: she took an improv class!)
  • Her take on rebuilding intuition and tuning out the noise
  • What emotional healing actually looks like when you stop numbing out
  • And why true fulfillment only comes from within

If you’ve ever looked around at the life you built and thought, Is this all there is? This episode will feel like a mirror.

And if this resonates?

We’re not just having these conversations, we’re creating spaces for you to have them with us and begin to choose alignment for yourself.

Join us on June 24th: Powerfully You Masterclass​
​This is one hour to reconnect with your inner voice, get clear on what you want, and walk away with real tools to move forward.
→ Reserve your spot​

Meet up on July 1st: Monthly Reset in Tequesta, FL​
​Join us in person for a guided experience to slow down, reflect, and realign. This month’s topic is as relatable as this newsletter - Boundaries!
→ Save your seat​

You don’t have to stay stuck in a life that looks good but doesn’t feel right.

Let this be your permission slip to ask: What do I want now?
​With love,
​Kelly + Sadie
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Kelly Berry

Strategic Leader, Coach & Podcast Host

Sadie Wackett

C-Suite HR Executive & Coach

​Season 2, Episode 43: Unhappy Achiever: Reclaiming Identity, Intuition, and Inner Fulfillment with Ashley Jordan​
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This week, I talk with Author, Speaker & Advocate Ashley Jordan on why high-achieving women still feel empty inside. Ashley shares her pivot from burnout to inner fulfillment, the inspiration behind her book The Unhappy Achiever, and practical ways mothers can reclaim self-worth, trust intuition, and live with intention without abandoning ambition.

Find Out

  • How Ashley defines inner fulfillment and why it outshines trophies
  • What the “unhappy achiever” pattern reveals about women’s growth
  • Whether your intuition is the missing data point in big decisions
  • Best first steps for a soul-led self-discovery journey
  • The worst habits that keep burnout and identity loss on repeat
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    Listen on: Apple Podcasts | Spotify | Amazon Music | YouTube​

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Kelly Berry

Host of the Life Intended Podcast

Strategic Leader, Coach & Podcaster 🎧 Stories that spark change 💡 Tips, tales, and tools for living intentionally ✨ Enjoy your journey

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