150 | Becoming the Next Version of You: Outgrowing the Vision You Once Loved (Part 1)

What happens when the plan you worked so hard to build no longer feels like your truth?

This episode marks part one of our two-part series, Becoming the Next Version of You. It’s a two-part journey for CEOs, creatives, and leaders who feel a quiet nudge that something is shifting. The dream that once fit so perfectly now feels tight, heavy, or outdated, and you’re left wondering what it means to want something different.

In this episode, I’m talking about what happens when the five-year vision you once celebrated no longer aligns with who you are today. We’re unpacking the identity shifts that come with growth, the grief of releasing a future you once imagined, and the courage it takes to admit that the path you’re on might not be the one you’re meant to continue walking.

This is not a conversation about failure. It’s about evolution.

I walk through the subtle and not-so-subtle signs that you’ve outgrown a vision, the emotional weight that comes with letting go, and why guilt, fear, and resistance are often signals of growth rather than proof you’re doing something wrong. We also talk about the liminal space between the old path and the new one, and why rushing to replace a vision can keep you stuck.

What You’ll Learn:

• How to recognize when a vision no longer aligns with who you’ve become
• Why outgrowing a dream brings grief, not failure
• How to create space for what’s next without forcing clarity too soon

Timestamps:

00:00 Introduction

03:51 Signs Your Five-Year Plan is Misaligned

06:34 Embracing the Discomfort of Change

10:13 Navigating the Transition

13:38 Preparing for Episode Two

14:07 Closing Thoughts and Next Steps