Speaker
BOOK ME TO SPEAKMoving Entrepreneurs from Chaos to Clarity
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Business coaching for entrepreneurs
Clarity for the decisions that can’t wait.
My private coaching is for entrepreneurs who already know what to do and are stuck on doing it. Knowing isn’t the problem. Doing is. I work with you to build the clarity and structure to run your business without burning out or losing yourself in the process.
We use Diagnose, Design, Activate, Evaluate to name what’s really happening, make the decision, and build the structure that keeps you moving. We also get practical about how to use AI well and ethically so it sharpens your judgment instead of replacing it.
The point is to work smarter, not harder. Be peaceful and paid, not just booked and busy. Book a client fit call to talk about working together.
Leading a team or nonprofit? That work lives at Know Better Do Better Consulting → (opens in a new tab)
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.
Keynotes & workshops
Cass Says The Quiet Part Out Loud.
Speaking sizzle reel of Cass Cooper delivering keynotes and workshops. Captions and a transcript are not yet available. To request one, use the contact form below.
Keynotes · Workshops · Panels & Moderation · AI Ethics · AI Implementation · 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
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 I used to work at CRN.
I built my business alongside a corporate job until that job ended, then chose to go all in. I stayed small and deep on purpose, which means when you work with me, you actually work with me.
My coaching is for entrepreneurs who already know what to do and are stuck on doing it. Knowing isn’t the problem. Doing is. We use Diagnose, Design, Activate, Evaluate to name what’s really happening, make the decision, and build the structure that keeps you moving. We also get practical about the tech, including how to use AI well and ethically so it sharpens your judgment instead of replacing it.
I work with entrepreneurs who are done performing certainty and ready to work smarter, not harder.
“Be peaceful and paid. Not just booked and busy.”
“Death to imposter syndrome. You belong in every room you walk into.”
Thought leadership
Media & Writing
Chaos, Interpreted
The Blog
Oct 27, 2026
Work-Life Balance Is the Wrong Goal: A 3-Question Rhythm Check
Work-life balance isn't the goal. Rhythm is. Use this 3-question rhythm check to stop optimizing and start building a life that supports you back.
Sep 22, 2026
I used to think a full calendar meant I was doing too much
Sep 24, 2026
Death to imposter syndrome
Clip of Cass Cooper speaking. Captions and a transcript are not yet available. To request one, use the contact form below.
Podcasts & interviews
Recent guest spots
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.
Coming soon
Whisper to Chaos: A Guided Journal for Making Sense of the Mess.
Diagnose, Design, Activate, Evaluate — one page a day.