On Attachment

#186: When Life Hasn't Gone to Plan


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We all have visions for how we thought life would unfold — timelines we hoped to follow, milestones we expected to reach. So what happens when life doesn't go to plan?

In today’s episode, I’m speaking to those moments of disappointment, grief, and disorientation that come when our reality looks nothing like we’d imagined. Whether it’s relationships, career, family, or a more intangible sense of where you “should” be by now — it’s easy to spiral into self-blame, shame, or despair when life veers off course.

We’ll explore:

  • Why unmet timelines can stir such deep emotion and shame
  • The hidden comparison traps that make us feel like we’re falling behind
  • How to hold space for grief without collapsing into hopelessness
  • The difference between giving up and gently letting go
  • What it looks like to reimagine your path from a place of self-trust and compassion

If you’re navigating a chapter that looks wildly different from what you’d hoped or planned — I hope this conversation helps you feel a little less alone.

Highlighted Links

  • Join the 28-Day Secure Self Challenge
  • FREE TRAINING: How to Heal Anxious Attachment and (Finally) Feel Secure in Life & Love
  • Download the FREE Anxious Attachment Starter Kit here
  • September 2025 London Event Waitlist

Additional Resources

  • Join my email list 💌
  • Explore my library of free guides, classes & meditations
  • Visit my website
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On AttachmentBy Stephanie Rigg

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