Episode Two of the Morning Show and we are joined by the TJ Wilson.

We are talking about the art of advice. Together they explore why giving advice can feel so natural, why receiving it can feel so difficult, and how often “help” is tangled up with control, fear, projection, or the need to be affirmed.

The conversation moves beyond simple tips and asks a bigger question:

When we seek guidance, are we really asking what to do next—or who we are becoming?

They also discuss:

1. the difference between advice, coaching, and therapy
2. why many people asking for advice may actually want approval
3. how each Enneagram type can be compelled to offer help in different ways
4. the role of curiosity, respect, and autonomy in healthy support
5. why growth often begins beneath the surface problem
6. whether coaches should have a universal target for health and flourishing

This is a rich, funny, and surprisingly deep conversation about wisdom, self-awareness, and the kinds of questions that actually help people change.

Our monthly Second Saturday gathering continues as we explore the high side of the Enneagram through conversation, reflection, and lived experience. This is our recording from last month.

Do join us March 14th. Become a member of aroundthecircle.org and go HERE to sign up.

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In this session, we focused on Twos and Threes—looking closely at the fears, patterns, and excesses that can pull these heart types off center, and the deeper messages that begin to move them toward freedom. Together, we explored how Twos relate to need, care, pride, and control, and how Threes wrestle with validation, achievement, image, and the longing to know their worth apart from performance.

What made this conversation especially rich was the honesty in the room. Participants shared stories about relational risk, self-love, grief, retirement, emotional presence, and the challenge of letting go of the need to manage how others feel or how they see us. We also reflected on the heart’s message, the holy ideas, and the virtues that begin to emerge when these types loosen their grip on old survival strategies.

This gathering is part teaching, part discussion, and part crowdsourcing—an opportunity to listen deeply to one another and to consider what real movement toward wholeness looks like from the inside out.

In this conversation:

1. the “45-pound weight” each type carries through fear and fixation
2. why Twos struggle to name and honor their own needs
3. how pride, control, and the longing for reciprocation show up in Twos
4. why Threes often tether worth to achievement and validation
5. how grief, stopping, and emotional honesty become part of healing for Threes
6. the role of the heart’s message, holy ideas, and virtues in moving toward the high side of type

We’ll gather again on March 14 as we continue the conversation with Fours and Fives.

If you want, I can also make this a little shorter, a little warmer, or more promotional.

Katie sits down with Emma, a 35-year-old Enneagram Six, for a thoughtful and personal conversation about fear, preparedness, relationships, and the long road toward self-trust.

Emma shares how she first found the Enneagram through podcasts, what it was like to recognize herself as a Six, and how that discovery helped make sense of patterns she had carried for years. Together, Katie and Emma explore the inner world of Sixes: the search for safety, the struggle to trust themselves, the experience of rumination, and the deep need to find what feels “just right.”

They also talk about Emma’s relationship with her boyfriend, an Enneagram Three, the differences between Six and Three achievement, and how the Enneagram helps illuminate the push and pull of connection. Along the way, Emma reflects on growing up between cultures, including her childhood in Saudi Arabia, and shares how an early medical emergency became one of the defining moments in her relationship to preparedness and control.