When the Life You Planned Doesn’t Fit You Anymore

When the Life You Planned Doesn’t Fit You Anymore

From Lost-ish by Rose Chachko & Emmanuella Kathreptakis

August 2, 2025 · 37 min

About this episode

The episode explores the challenges of outgrowing previously held dreams and the discomfort that comes with personal growth.

In this episode of The Lostish Podcast, we dive into the messy, unexpected journey of outgrowing the life you once dreamed of. We talk about how quickly life can shift year by year, and the hard questions that come with it: am I still chasing this for me, or for the people who expect me to? We explore the guilt of letting go of lifelong goals that no longer fit, and why that discomfort is actually part of growing. Because the truth is, there’s no one-size-fits-all path, and it’s okay if your dream changes as you do x

People in this episode

Hosts: Rose Chachko, Emmanuella Kathreptakis

Topics covered

  • personal growth
  • life changes
  • self-discovery
  • letting go
  • dreams
  • expectations

Keywords

  • life planning
  • personal development
  • guilt
  • expectations
  • goal setting
  • change

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