In this episode of Inside Story, host Kristin Messegee (@enneagram_6_coach) sits down with Enneagram coach Jackie Contessa (@tablefor9co).

Jackie talks about Twoness and pulling back the curtain on pride, need, the fear of lovelessness, the desire to be chosen, and the quiet grief Twos carry when they disconnect from themselves.

Together, they explore what it means to hunger for love, how pride cuts Twos off from their own needs, and why real connection requires letting ourselves be seen without manipulation, performance, or earning.

This conversation goes everywhere:

• learning to meet your own needs

• the Two’s relationship with shame

• repairing conflict

• how image types lose themselves

• why boundaries can be the deepest act of love

• what opens up when a Two stops curating who they are

If you’re a Two—or love a two—this episode is a masterclass in understanding what’s happening under the hood. It’s tender, hilarious, raw, and full of the kind of truth that reshapes how we show up for each other.

Follow the work:

🌿 Kristin: instagram.com/kristinmessegee

🌿 Jackie: instagram.com/tablefor9co

Become a Member of Around the Circle : HERE

From our new podcast feed, Kristin Messegee sits down with ATC host Jeff Cook to learn Type One from the inside out.

They start with the inner critic—“like being tumbled by a six-foot wave”—and why Ones wish for an edit button in real life. Jeff shares how verbal processing helps his intuition lock in, what agency feels like in the body (“gliding on glassy water”), and how anger becomes usable energy instead of something to hide.

They also explore autonomy, black-and-white thinking, resentment and “memorizing sins,” the pull to problem-solve over connect, avoiding grief, and the grounding question: What’s mine to do?

This is the full episode.

On this Episode, We’re kicking off Our New Podcast "Inside Story" by turning the mic toward Around the Circle co-host T.J. Wilson (Type Nine).

This is a spacious, honest conversation about Nine life from inside —how “gut knowing” actually shows up, why autonomy matters so much to body types, and what conflict feels like when it lands in the body. T.J. names the costs of keeping the peace, the sideways ways anger can surface, and the mantra that’s changing his relationship to procrastination (“later is not a point in time”).

Along the way we get practical: decision-making when everything feels equally important, how merging can be a superpower and a trap, why stable presence draws Sixes, and what Nines need most from the people who love them (space, time, permission—and an endpoint).

Also, check out Kristin's excellent work here:

• Life Uninhibited – The Enneagram 6 Podcast (Kristin’s flagship show): kristinmessegee.com/podcasts/life-uninhibited-the-enneagram-6-podcast Kristin Messegee
• Kristin’s website (coaching for Sixes): kristinmessegee.com Kristin Messegee
• Zero to Sixy (Kristin’s community/program): kristinmessegee.com/zero-to-sixy-2 Kristin Messegee
• Instagram: @enneagram_6_coach instagram.com