90. The Questions She Never Asked Herself: Psychedelics, Midlife, and Coming Home to You (with Anne Philippi)

90. The Questions She Never Asked Herself: Psychedelics, Midlife, and Coming Home to You (with Anne Philippi)

This episode discusses psychedelics for educational and storytelling purposes only. Nothing here is medical advice, and nothing is a recommendation to use any substance. Psychedelics remain illegal in most jurisdictions and are not safe or appropriate for everyone. The experiences described took place in legal, clinically guided settings. Please consult a licensed medical or mental-health professional before making any decisions about your health.


We're back, loves. And I could not have picked a better conversation to return with. Anne Philippi spent fifteen years in the glossiest rooms in journalism; GQ, Vogue, Vanity Fair, two or three Hollywood stars a week, becoming world-class at one thing: knowing what everyone else wanted.

Then came the realization that stopped her cold: "I don't ask myself any questions." What happened next after twenty years of talk therapy had circled the same stories, changed the direction of her entire life, and turned her into one of the defining voices destigmatizing psychedelic medicine.


What you'll hear:

🔥 Life inside the junket: Hollywood access, the Chris Pratt white-t-shirt assignment, and the slow realization that she'd become an expert on everyone but herself

🔥 What twenty years of talk therapy couldn't reach — and what finally surfaced in her first guided journeys (including the vision that told her exactly what mattered to her)

🔥 "I had no sense of femininity": untangling the feminine from seduction, the intergenerational erasure she traces through her family, and the jet full of powerful, feminine, zero-competition women that redefined everything

🔥 Losing 80% of her friends — why real transformation reorganizes your relationships, and what authentic female support actually feels like

🔥 Healthy ambition as a homecoming, the Amanda Feilding story that called her into this work, and where curious midlife women can learn more — safely, legally, and guided


The framework: This episode lives in The Reclamation — coming home to the self that got buried under the performance.


About Anne Philippi: After 15 years in high-profile journalism (GQ, Vogue, Vanity Fair), Anne founded The New Health Club in 2020, the first lifestyle-driven platform in the psychedelic space , and in 2025 launched the New Health Institute, a US-based nonprofit refining cultural narratives around psychedelics through curated Jeffersonian dinners that bring veterans, clinicians, and policymakers to one table. Her board includes MAPS founder Rick Doblin.


Mentioned in this episode:


Loved this episode? Rebels Rising is where we do this work together in real time. And a 5-star review is how another midlife woman finds this show — 30 seconds, and it matters.

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