What Matters Most

Vol XXIII: I Am Not Where I Thought I Would Be


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There can be a particular kind of melancholy that settles in when you catch your reflection in the mirror of your life and realize it looks different from the blueprint you once carried so confidently. The slow-dawning awareness that somewhere between your twenties and now, the GPS of your dreams got quietly recalibrated.


In the latest episode of What Matters Most, Antonia Prebble and clinical psychologist Jacqui excavate this millennial anxiety: the gnawing sense that everyone else received a roadmap you somehow missed. Prebble admits to wrestling with the subtle ache of realizing that life has panned out differently than she once dreamed.


Jacqui draws a razor-sharp distinction between aspirations and expectations. Aspirations are living documents, hopes that breathe and evolve with us. Expectations are fixed contracts we inherited from parents, absorbed from culture, crystallized from dreams we've outgrown. Our expectations are often someone else's entirely.


The conversation dives into the weaponization of the word "settling." In our optimization-obsessed culture, settling has become synonymous with surrender. Jacqui suggests we're simply evolving. The life that looks like compromise is actually the one that fits.


The episode's most potent insight: Recognizing that dreams change because we change is the key to moving forward.



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