Link to the upcoming EnneaSummit : HERE

Link to all of our other work : HERE

Jeff sits down with Tyler Zach to preview his upcoming Midlife Summit (Oct 21–24). They dig into why “midlife has a branding problem,” the U-curve of happiness, and how the second half can move us from productivity to fruitfulness. Tyler shares tear-worthy moments from the panels (don’t miss the Sevens), why 60 is still “midlife,” and what happens when elders step into being elders—sages who lend hard-won wisdom across generations.

In this episode:

• Midlife ≠ crisis: redefining the forties, fifties, and sixties as seasons of ascent
• “Rehiring,” not retiring: purpose, reinvention, and new risks later in life
• From skills to wisdom: becoming an elder instead of just getting older
• Integrating the three centers with age—and why that brings real joy
• Generational cycles (spring/summer/fall/winter) and what Gen Z can build next
• Stories of resilience through illness, loss, and the long cocoon

About the Summit:

The Midlife Summit runs Oct 21–24 and streams free for four days (with optional lifetime access at an early-bird price). Panels feature respected voices from the Narrative tradition, the Enneagram Institute, Personality Hacker, and more. Grab the link in the show notes to register and see the full lineup.

Early Access on iTunes: HERE

Early Access on Spotify: HERE

Our inaugural Episode! In this discussion on Early Access, host Katie Whitlock sits down with her close friend Michael —an Ironman-in-training, soon-to-be husband, and a reluctant but curious student of the Enneagram.

Enneagram Two gets a fresh look. Jeff sits down with coach and creator Jackie Contessa to unpack why “the Helper” label misses the mark and how that shortcut fuels mistyping. They trace the real motives at play—pride, flattery, intrusion, hidden grief, and the drive to “etch a role” in others’ lives—and name how gendered expectations distort typing (why many women lean Two and many men avoid it). Jeff and Jackie contrast Twos with Ones: duty and betterment vs. relational payoff, resentment from suppressed anger vs. resentment from unmet exchanges. They also hit possessiveness, boundaries as relationship-keepers, external energy vs. inner world, and the Two-to-Eight stress move. If you’ve ever wondered, “Am I a Two—or just helpful?” this one gives you a sharper lens.