Sign up for our April 11 Workshop : HERE

This is a recording of our Second Saturday Workshop from March.

Our next Second Saturday workshop is April 11, where we’ll be focusing on Sixes and Sevens. You can find all the details and sign up at AroundtheCircle.org.

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We moved into the inner world of Enneagram Fours and Fives, exploring what each type fears, avoids, and protects. For Fours, the conversation centers on the fear of insignificance, the pull of envy, and the deep longing to be seen and understood. What emerges is a powerful insight: envy isn’t just comparison—it can become a form of protection, keeping Fours in longing rather than risking rejection through real action and expression.

As the conversation shifts to Fives, the focus turns to competency, energy, and the instinct to withhold. Fives reflect on their relationship to time, knowledge, and emotional exposure—revealing how easily life can be observed, analyzed, and prepared for, rather than fully entered. Their connection to need, dependence, and self-sufficiency brings a different angle on withdrawal, one rooted not in identity, but in resources.

Together, this session offers a grounded and honest look at two withdrawn types and what it takes to move toward fuller participation in life.