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Weirdly Personal: Overthinking the Big What-Ifs and Escaping the Regret Spiral

Weirdly Personal: Overthinking the Big What-Ifs and Escaping the Regret Spiral

Update: 2025-09-09
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The haunting what-ifs đŸ˜±


What if you picked the wrong path? the wrong career, the wrong partner, the wrong city?

We’ve all been there: lying awake at 2am, spiralling through The Big What-If and wondering if we’ve blown our one shot at the “right” life.


In this Weirdly Personal solo episode, we’re unpacking the nagging regret spiral that so many of us get caught in, and why our generation in particular can’t stop asking what if and what's next?


Here’s what we get into:

  • The six biggest regrets people report in midlife
  • How social media and endless choice leave us paralysed
  • Why action (even messy, imperfect action) creates clarity
  • How to reframe regret into something actually useful


If you’ve ever felt haunted by the roads not taken, this one’s for you. Because regret isn’t proof we chose wrong, it’s proof we had freedom. And that’s worth something.


đŸ“Č Follow us on Instagram: @theweirdyearspodcast

🚀 New episodes every Tuesday – it's weird, but we're in it together.

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Weirdly Personal: Overthinking the Big What-Ifs and Escaping the Regret Spiral

Weirdly Personal: Overthinking the Big What-Ifs and Escaping the Regret Spiral

Lydia Vornweg