FORWARD

You’re not lost or behind, but you know something isn’t quite right anymore.

Living Well exists to helps mid-life women understand themselves more deeply and move forward with clarity and hope.

this way

Clarity That Moves You

Reconnect with what brings you clarity, energy, and renewed direction in the changing seasons of life.

trusted by many

A retreat and coaching cohort created for mid-life women navigating change, transition, or a sense that life is asking something new of them. Intermission offers space to reflect, reconnect, and move forward with renewed hope, clarity, and a sense of belonging.

Intermission

reconnect + refill

Bring Jennifer’s depth, warmth, and insight to your church, organization, or women’s event. Her teaching style blends clarity, relatability, and meaningful reflection, creating the kind of perspective shifts that stay with audiences long after the event ends.

Speaking

GAIN NEW PERSPECTIVE

Masterclasses

Explore our in-depth trainings designed to help you better understand your internal patterns, emotional responses, relationships, and Enneagram wiring. Each masterclass delivers practical insight you can immediately recognize and apply in your everyday life.

DEEPEN SELF-UNDERSTANDING

Need some

Identify what you need — Enneagram, Purpose or Health — to start living well today.

direction?

PERSONAL GROWTH • PERSONAL GROWTH •

There comes a season when old rhythms, roles, or ways of living no longer feel quite right. Not because you’re failing, but because growth often begins with the quiet awareness that something is shifting.

That awareness is what first led me into deeper self-understanding, clarity, and meaningful change, and it’s the work I now guide others through.

Hey there, friend. 

If you’ve ever felt like life looks fine on the outside...

I’d love to journey alongside you. Let’s do this together! 

...but something feels unsettled beneath the surface — you’re not alone.

kind

Jennifer has a creative and interactive teaching style that makes learning fun!

More importantly, she values people and has a gift in helping them move forward.

I loved watching the class experience “aha moments” as she made the material come alive. Her enneagram workshop was not only insightful but inspiring. I highly recommend.

- Commonway Church

kind words

Lisa Ashton

kind

I would pay 3X as much for the value of the content. 

Jen knows her stuff. She understands the Enneagram so deeply yet knows how to teach it to newbies like me. 

She also didn't shy away from sharing her own vulnerabilities, which makes her relatable and trustworthy. If someone is on the fence about this class, I would tell them to invest in it. 

kind words

Staci Bemis

kind

Jennifer is a dynamic teacher who connects easily with her students.

She is passionate and delivers extraordinary content with excellence. Her energy is contagious and inspiring.

CEO/Executive Director, Muncie Innovation Connector, Inc.

kind words

Ted Baker

Living Well

PODCAST

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The Living Well Podcast with Jennifer Stanley

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New to Enneagram? Get introduced to the history of the Enneagram, the numbers, and more! 


Hello, Enneagram: A Beginner's Quick Guide

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Sometimes clarity begins with a single insight, a new perspective, or the decision to pause and reflect.

You don’t have to overhaul your life to move forward.

learn about intermissionview masterclasses