The Morning Show | Happiness episode artwork

EPISODE · Mar 9, 2026 · 57 MIN

The Morning Show | Happiness

from Around the Circle | An Enneagram Channel

So … what does it mean to be happy anyway?!In this episode of The Morning Show, Jeff is joined by Enneagram teachers Jackie Contessa and Kristin Messegee to explore the relationship between the Enneagram and happiness.Together they consider whether happiness is something we pursue, something we cultivate, or something that emerges when we begin to see through the patterns of personality.Along the way we explore ideas like enjoyment, satisfaction, meaning, purpose, and the sense of a life well lived.The conversation also explores:• how different Enneagram types might approach happiness differently• the role of struggle, maturity, and personal development• whether happiness can coexist with grief or hardship• how relationships shape our experience of happiness• why growth may require surrendering older versions of ourselvesIf the Enneagram is a map, this episode asks a deeper question: where is that map actually trying to lead us?

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The Morning Show | Happiness

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How long is this episode of Around the Circle | An Enneagram Channel?

This episode is 57 minutes long.

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This episode was published on March 9, 2026.

What is this episode about?

So … what does it mean to be happy anyway?!In this episode of The Morning Show, Jeff is joined by Enneagram teachers Jackie Contessa and Kristin Messegee to explore the relationship between the Enneagram and happiness.Together they consider whether...

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