The Regret You Keep Making episode artwork

EPISODE · Apr 29, 2026 · 24 MIN

The Regret You Keep Making

from Loved Without Losing Yourself A podcast for high-achieving women who are done abandoning themselves.

Send us Fan MailHigh-achieving women often spend enormous energy avoiding one kind of regret - regret about doing the wrong thing. But in doing that, we create another kind of regret that costs us far more: the regret of not having been ourselves.In this episode, Penelope explores:The two kinds of regret and why we focus on the wrong one Why the regret of NOT speaking, NOT setting boundaries, and NOT being yourself is more expensive than any other choiceHow to stop using "kindness" as a disguise for self-abandonment The pattern that traps most women in a cycle of regret What changes when you decide that staying silent costs more than speaking the truth?Key InsightsRegret isn't the problem; it's information about misalignmentFear is usually driving the decision to stay quiet, and naming that fear changes everythingYou're going to regret something. The only question is what.The moment you decide to be honest, numbness turns into an active choice, and that feels completely different.This podcast is part of my deeper work supporting women who are capable, accomplished, and exhausted from overgiving, overcarrying, and losing themselves inside the life they’ve built.If you’re ready to go deeper, here are a few ways to begin:Take the Burnout Assessment Explore my book, Claws Out: Thriving in a World That Wants You Tamed Book a Reset Session with me and get clear on the deeper reason behind your pressure, confusion, or emotional exhaustion.

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The Regret You Keep Making

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How long is this episode of Loved Without Losing Yourself A podcast for high-achieving women who are done abandoning themselves.?

This episode is 24 minutes long.

When was this Loved Without Losing Yourself A podcast for high-achieving women who are done abandoning themselves. episode published?

This episode was published on April 29, 2026.

What is this episode about?

Send us Fan MailHigh-achieving women often spend enormous energy avoiding one kind of regret - regret about doing the wrong thing. But in doing that, we create another kind of regret that costs us far more: the regret of not having been ourselves.In...

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