Logo with text 'The Support Squad' in pink and purple.

The Official Enneagram Membership

Where your Enneagram type becomes a tool you actually use.
Because self-awareness is powerful — but self-awareness you can apply? That’s where everything changes.

Join the Waitlist

Doors Open in January

Doors Open in January ♥

Person smiling, holding red roses and a laptop, wearing a pink shirt and jeans. "The Support Squad" logo is on the side.

You’ve read the descriptions. You know your type.

Maybe you’ve even gone down a rabbit hole…

And yet…

You still catch yourself reacting the same way in stress or conflict.

You still fall into familiar patterns — even when you know they don’t feel good anymore.

You want growth that goes beyond insight.

You get overwhelmed trying to “be better” but aren’t sure how to change your behavior in the moment.

Knowing your type is step one.

Support Squad is step two.

It’s where you learn to actually work with your type in:

  • Your relationships

  • The way you communicate

  • The way you make decisions

  • The way you respond to stress

  • The way you show up for yourself

Real life. Real growth. Real change.

INTRODUCING: THE SUPPORT SQUAD

The Support Squad is a monthly membership for all Enneagram types designed to help you move from
autopilot
⬇️
to awareness
⬇️
to intentional, grounded action.

This isn’t about memorizing Enneagram language.
It’s all about learning how to:

🔍
Notice your patterns as they happen

⚡️
Understand where they came from

🥇
And choose differently

Join the Waitlist
  • "Unlocking skills, showing self-compassion, undeniable support... The Support Squad is invaluable!"

    – Sarah

  • "Ashton has built a community where I feel seen and heard. I feel supported time and time again."

    – Sarah

Support Squad is for you if you want to:

  • Improve your communication — with your partner, family, friends, or coworkers

  • Stop defaulting into the patterns that drain you

  • Feel more grounded and less reactive

  • Understand the why behind your emotional responses

  • Build healthier boundaries without guilt

  • Strengthen your sense of self + inner stability

  • And do all of this in a supportive, non-judgmental community

What’s included each month:

  • A practical training focused on one core growth skill — like boundaries, emotional regulation, communication, confidence, conflict styles, or decision-making.

    Walk away with clear, usable tools you can apply immediately.

  • Show up with real scenarios from your life.

    Get live guidance, coaching, and scripts — for your relationships, work, and day-to-day emotional patterns.

  • Small, simple mindset nudges that make big change feel doable.

  • Tiny, realistic actions that create momentum — without overwhelm.

  • Connect with others in your Enneagram Type and receive type-specific coaching and support.

  • Catch up anytime. Rewatch what you need. Grow at your pace.

  • Get quarterly type specific resources that help deepen and strengthen your knowledge about your specific type.

  • A place where you’re seen, understood, and growing alongside others who are doing the same work.

Person smiling, holding a drink and a laptop against a pink background.

WHY join the support squad WITH ME?

I’m Ashton: I help people know themselves through the Enneagram, and change their lives.

I’m Ashton Whitmoyer-Ober — Enneagram educator, author, and community psychologist.

I’ve spent years helping people understand themselves and change their patterns using this framework — from couples and families to teams and leaders.

Support Squad was originally created for Type 2s because that’s where I saw the deepest need.

But after working with thousands of people across all nine types, it became obvious:

Every type deserves a space to grow, reflect, and step into who they’re becoming.

This is that space.

Join the Waitlist

Some Monthly Themes Include:

Logo with text "The Support Squad" in pink and navy blue on a scalloped white background.

Because when you learn how to understand yourself,you learn how to change your life.

Join the Waitlist

FAQs

  • Doors to join The Support Squad open at the start of every quarter. Join the waitlist to be the first to know!

  • Here’s everything that comes with your membership:

    • Skill-Lab Workshop (Monthly)

    • Coaching Lab Q&A (Monthly)

    • Weekly Reflection Prompts

    • Microskill Practice Assignments (Bi-Monthly)

    • Access to Call Recordings & Resource Library

    • Quarterly 1:1 Coaching Call with Ashton

    • Community Support + Connection

  • The Support Squad starts with a 3 month commitment, and then you can cancel any time.

  • A Support Squad membership is $27/month, with a 3-month commitment.