Cass Cooper — The Chaos Whisperer™

Leadership Speaker & Executive Coach

Moving Leaders from Chaos to Clarity

As featured by

The Washington Post
Pax8
Out in Tech Leadership Institute
Microsoft
Empressa AI
Cisco
Women of the Channel / CRN
Women in Cloud
Marymount University

Coaching

Clarity for the decisions that can’t wait.

I work with you to build the clarity and structure to lead without burning out or losing yourself in the process. We name what’s actually happening, choose the next move, and make it sustainable.

Leading a team or an organization? That work lives at Know Better Do Better →

The framework

Diagnose. Design. Activate. Evaluate.

01

Diagnose

Name what’s actually happening, not what it looks like from the outside.

02

Design

Build the structure that makes the right decision the easy one.

03

Activate

Put it into motion, with people, not around them.

04

Evaluate

Measure what changed, keep what works, cut what doesn’t.

Speaking

Cass Says The Quiet Part Out Loud.

Keynotes · Workshops · Panels & Moderation · Virtual or In Person

Word on the Street.

“A unique ability to translate complex data into clear, compelling insights.”

Jacquie Rives

Senior Director, Women of the Channel

“Blends hard truths with tangible solutions that drive real change.”

Lori Mayer

Revenue Growth Executive

“Brings authenticity, insight, and presence to every session.”

Marcus Jewett

Director, Global Partner Development at Microsoft

“A storyteller and professional chaos whisperer.”

Jen Waltz

Partner Ecosystems Leader

Portrait of Cass Cooper, leadership speaker and executive coach

About Cass

I know what it takes to choose the next chapter.

I’ve spent 20+ years in sales, organizational development, and leadership. I hold an MHR in Inclusive Leadership from the University of Oklahoma and a BA in Women’s & Gender Studies from DePaul University. I’m also a columnist and former CRN.

I built my business alongside a corporate job until that job ended — then chose to go all in. I chose to stay small and deep on purpose, too.

I work with executive she's, gays, and theys who are done performing certainty. We name the real thing, make the decision, and move.

“Be peaceful and paid. Not just booked and busy.”

“Death to imposter syndrome. You belong in every room you walk into.”

Right There With You podcast artwork featuring Cass Cooper

Podcast

Right There With You.

Conversations on work-life rhythm, burnout prevention, and the stories that live where home and career collide.

Soft skills are leadership infrastructure.

Burnout is a design flaw, not a character flaw.

New episodes every Tuesday.

Produced by Know Better Studio.

Thought leadership

Media & Writing

Side Hustle Growth

The Secret to an Inclusive Brand That Builds Trust and Drives Sales.

A conversation on building a brand people trust — and buy from.

Two Lit Chicks

Showing up as your whole self — and leading from there.

Unfiltered video conversation on presence, power, and not shrinking.

Healthy Women Leaders

Leadership that doesn't cost you your peace.

On boundaries, clarity, and staying peaceful and paid.

Unforget Yourself

Backing yourself before anyone else does.

A conversation on building boldly and staying the calm in the chaos.

Press kit / speaker one-sheet available on request — get in touch.

Whisper to Chaos: A Guided Journal for Making Sense of the Mess — cover art

Coming soon

Whisper to Chaos: A Guided Journal for Making Sense of the Mess.

Diagnose, Design, Activate, Evaluate — one page a day.

Get notified

The newsletter

Not more information. Interpretation.

Built for those advancing without burning out, rebuilding after a layoff, or stepping into a room that doesn't know the power of your presence...yet.

You’ll also get first word on the Do Better Book Club.

I respect your privacy. No spam. Ever.

Contact

Let's work together.

Tell me what’s happening, what you’re building, and where the chaos keeps showing up.