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June 21, 2025 43 mins

One would hope we evolve, learn, and change over time, but can we outgrow our personality? What if you're only pretending to like spicy margaritas and karaoke? Has the Party Guy era come to a close? If you're staring at an unrecognizable vision board from 2018 or seeking permission to change your mind, join Jordan and J.T. for a raw discussion of personality. From identity and reinvention to trauma disguised in "that's just me" habits, listen to discover:

- What is personality? Your Enneagram? Your Spotify Wrapped? Your career title or coping style?

- Does all evolution/growth require a complete existential breakdown?

- The influence of outside perspective, external motivation, and validation

- The tension between branding yourself and being yourself

- Are we boxed in by our own stories? I'm the wild one...I'm the sensitive, empath.

- Are we allowed not to spiral? Is inner peace a thing?

- Why evolution feels both terrifying and liberating

- How to get comfortable with I don't know who I am right now

- Unconventional approaches to surviving the spiral

- The moments that prompted "wait, who am I?"

- Retiring roles: Do we grieve, burn, or feel free?

Literary Shout Out: Sheila Heti, How Should a Person Be? (Picador, 2012)

If you have an inquiry or topic you’d like Jordan and J.T. to dig into, please send an email or voice memo to letsdigintothat@gmail.com

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