No. 45 Outgrowing friendships + learning how to say goodbye

 

In this Dear Evergreen episode, we’re talking about one of the most tender transitions we go through in our 20s: outgrowing old friendships without quite knowing where to go next. A listener writes in feeling stuck in long-standing connections that no longer feel aligned and wondering when if it’s time to walk away.

We explore:

  • the discomfort of drifting from people you still care about

  • why so few friendships end with a proper goodbye

  • how to create closure without conflict

  • grieving what was while making space for what’s next

  • how to stay open to new friendships

This episode leaves you with ideas on how to master goodbyes and give yourself the opportunity for real closer — and how to be open to all the wonderful connections you haven’t even made yet.

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Disclaimer: Everything posted here is for educational or entertainment purposes only and is not a replacement for individualized medical or mental health treatment. Please reach out to a professional therapist or doctor if you are in need of assistance. Listener questions may be specific to one individuals life or an amalgamation of common experiences and dilemmas.


Listen to full episode :


the evergreen rx prescription

Your prescription for living well, dose for this week: How to know when to let go of relationships — is it draining? are you trying to fit into an old box? The majority of our relationships will come to an end. The rare exception are the ones that will continue through our life. Baked into the pie 🥧 of having relationships is endings + transitions. We won’t be as close as we once were. Catch-ups can be nice when you run into them or talk on occasion. Saying goodbye is awkward + hard, so instead of trying to get it back to what it once was, we can accept what it has become + let it go. Holding on can kill the good feelings that could still be there at an ending. Consider this way of approaching the end of relationships — more consideration, intention + bravery. Handle the ending in a way that can create a new normal for the inevitability of some relationships running their course. When everyone’s role has shifted, why try to maintain the performance as if it hasn’t changed? Actually talking + reflecting on the value of the relationship —even when ending, will feel better. 🌷🌷🌷


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No. 46 Getting older, doing less + learning to chill

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No. 44 Being decisive, navigating people pleasing + trusting yourself