Hillary McCaskey

I create videos that offer safe spaces—where you can feel seen, heard, loved, and truly understood.

By teaching the Enneagram, I help you uncover the “why” behind your thoughts, feelings, and behaviors—so you can move through life with more clarity, compassion, and grace for both yourself and the people around you.

We’re all wired differently—and that’s something to celebrate. The world is more beautiful when we embrace what makes each of us unique.

🌟 New videos every week! Subscribe here:
YouTube.com/@enneagramandcoaching

🛒 Explore the Etsy shop for Enneagram-inspired goodies:
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🌐 Learn more + explore offerings at:
www.enneagramandcoaching.com

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Hillary McCaskey

New Video is live! Where are all my Type 1s at???🥳

3 years ago | [YT] | 3

Hillary McCaskey

Hey everyone 👋 Just wanted to let you know that I know I promised a video this week but I have been dealing with kidney stones😩…so no video this week but I wanted to know which video do you guys want to see next? Vote👇

3 years ago | [YT] | 22

Hillary McCaskey

4 years ago | [YT] | 17

Hillary McCaskey

Happy Friday! The latest video in the Confessions of a Peacemaker is LIVE! Let me know in the comments if you can relate! I get real about handling money as a type 9.

5 years ago | [YT] | 4

Hillary McCaskey

New Confessions of a Type 9 video is live! What's my confession? I have never cooked a Thanksgiving meal before. Who cooks the Thanksgiving meal in your house? If this is your domain do you wish your spouse would take over?

5 years ago | [YT] | 3

Hillary McCaskey

Happy Friday! Just a heads up there will be no “Confessions of a Peacemaker” video today. I’m going to try and get it out by Sunday 🙌🏼 Hope everyone had a great Thanksgiving!

5 years ago | [YT] | 9

Hillary McCaskey

Attention Enneagram Type 8s! It’s your turn to learn about your subtype! Do you know your subtype?

5 years ago | [YT] | 2

Hillary McCaskey

Hey guys 👋🏼 If you are a Type 6 “The Loyalist” or have a Type 6 in your life, then this video is for you! I share 10 things that will help you in or out of the workplace. Enjoy!

5 years ago | [YT] | 3