5 out of 5 stars
"This is a masterclass for experienced designers."

Growing the world’s most strategic design leaders and teams
You don’t need more beginner advice.
Does this sound familiar?
You've wasted a lot of time looking for the perfect answer.
You've paid premium prices for courses that barely scratch the surface.
You've read the LinkedIn posts promising to help but don't.
You're surrounded by people telling you to "get better."
You've copied the guru advice.
You're questioning your career path.
Advice that isn't helpful is downright soul-crushing. Yet your current approach isn't working.
There is a better way.
5 out of 5 stars
"This has all the things nobody tells you about and exactly what I needed."

Everything you need to frame design as a competitive advantage - including personal guidance from Ryan
Get good at business, strategy, framing, people, positioning, and politics. All in one place. At your pace.
Become business savvy
Communicate skillfully with execs
Connect craft to operations
Describe your ROI with data
Measure & track your impact
Create a Design Org Strategy
5 out of 5 stars
"In short, CDO School is the best money I have spent on my career."

What's included:
13+ on-demand courses
Pragmatic. Effective. Systematic. Take one of our popular courses to multiply your effectiveness in business, and see yourself within it.
Live role-playing cohorts
Participate in real-world scenarios (negotiating, persuading, measuring, etc.) and get opportunities for critical observation and feedback from peers.
Personalized 1:1 coaching
Personalized guidance and support when you need it to help you gain valuable insights and overcome challenges specific you and your role.
30+ step-by-step plays
Designed to bring leadership out of thinking and into action, these custom, step-by-step activities are perfect for bringing meaningful change to life.
Weekly events & replays
From Drop-in Office Hours to Manager Circles, our calendar and workshop replays are made to fit your busy schedule, not compete with it.
150+ tools & templates
Bring your biggest lessons back to work with you with our custom Figma, Mural, Miro, Google Sheets, Docs, and PDF templates and tools.
Daily audio tips
Because some of the best lessons come in small packages, our audio tips are less than 3 minutes long, and delivered Monday thru Friday.
130-page activity guide
A 130-page activity guide to interpret your business strategy and choose the unique, specific ways your Design Team brings good business to life.
The CDO School Playbook
Examine the Four Fits of Design Value, and repeatedly give you yourself the time, energy, and deliberate effort position design to win at your company.
Get instant access to CDO School materials including:
13+
on-demand courses
150+
tools and templates
50+
Figjam canvases
30+
cheatsheets
200+
lessons
300+
hours of video content
20+
original frameworks
50+
live events per year
100+
3-minute audio tips
Our four most popular courses:
5 out of 5 stars
"I cannot recommend this enough for getting to the next level in your career."

Hi. I'm Ryan.

I made my way up from Designer to Executive. I worked in Design Led- companies. I transformed Design Immature orgs. Now, I'm an Entrepreneur, Author, and Founder.
Over the last 25 years, I designed software at Apple. I built and led in-house teams at EA, Nestlé and USAA. I’ve presented and led workshops around the world. I've delivered in-house training to small teams, and for huge multinational companies. My book Business Thinking for Designers has been read by 60K people. I coach some of the best design leaders in the business. And, I teach everything I know to help you position design to win.









[ An open letter to experienced designers ]
I help you win, no matter what the business thinks.
Before I started working with designers and design teams, I was a designer, led design teams, and became an executive.
I designed products and services at Apple, Comcast, and Sony. I’ve built and led teams at Electronic Arts (twice) and Nestlé. I was a corporate strategy executive at USAA. At some point in my career, I likely had the same responsibilities you have today.
I designed, became a boss, a boss of bosses, and then led organizations. And each time I was promoted, I was told, "You’re a quick learner. We expect you to figure it out."
I did figure it out, but the hard way, through a lot of trial and error, mistakes, and self-doubt. Not because that was how I wanted to learn but because no one gave me any other choice. And as I found out, this path is exclusive to me and my career.
CDO School offers something better.
Your challenges and needs are unique because you're a designer. You often have no one to turn to. I fill that gap. I help you with the things you don’t have the time or the experience to do.
I share the systems, playbooks, frameworks, and lessons I wish I had. You get all the benefits of my experience and expertise without trying to choose one cohort or learn on someone else's schedule.
Whether framing your vision in a way people listen to, figuring out a strategy for your team, navigating stakeholders, predicting where and how you can succeed, clearly describing the ROI, growing the skills of your people, communicating effectively with the C-Suite, or all of the above, I specialize in providing real-world value when you have a short-time need.

Check out this video to get a sneak peek inside:
CDO School is perfect for all mavens
Senior, Lead, and Principal Designers looking to move into management.
Managers, Directors, and Heads who lead teams and disciplines.
Service Designers, Reaseachers, and DesignOps'ers who work across teams.
5 out of 5 stars
"The pace and size of activities was bang on. The content is original and not spoon fed. It really challenged me to think!"

A format to become more engaged, discover breakthroughs, and have FUN!
Practical strategies to help you adapt to change
Actionable skills that work now and tomorrow
Career growth on your terms
What experienced designers are saying:
Pricing
Basic 🌿
Courses + Events + Tools
Pro 🪴
Basic 🌿 + Live Cohorts + Coaching
FAQs
Why should I join CDO School when there are other design leadership programs?
It's so great that designers and design leaders have options these days to learn about business, communication, management, and influence. Most of these programs do a good job of teaching you how to fit design into the status quo of business - how to speak the language, how to be visible, and how to describe your work. But that's not what drives change.
CDO School is fundamentally different. We teach you how to make design unignorable by building evidence, moving faster than bureaucracy, and showing value in unexpected ways. This isn't about getting a seat at the table. It's about changing the game entirely.
Why choose CDO School over a live cohort on Maven or other platforms?
The traditional path to design leadership learning usually involves piecing together lessons found in multiple courses. At $500-2k each, you'd need to invest over $10k and months of scheduled sessions to get the full picture. Plus, you're locked into instructor timelines, have to take time off work, have limited access to the instructor, and can't easily revisit the material when you need it most.
CDO School provides the complete playbook, ready when you are, for as low as $499. You get immediate access to everything, can learn at your own pace, and apply the tools to your real work in real time. But the bigger difference? This isn't about attending classes. It's about having a proven playbook and personal support when you need it most.
I already understand business basics. What makes this different?
Knowing business fundamentals isn't enough anymore. The real skill is knowing when business decisions are actually business decisions – and when they're emotional ones masquerading as business logic.
CDO School teaches you how to spot the real roadblocks, build the right evidence, and focus your energy where it matters. Business programs leave out your biggest challenge: building relationships and trust with people who are skeptical of what you do. This isn't about learning business terms or frameworks. It's about learning to win in ways you haven't figured out yet.
What if I'm not sure I want to be a CDO or executive leader?
The insights and strategies in CDO School aren't just for people pursuing executive roles. They're for anyone who's tired of seeing good design work die in endless meetings and politics. Whether you're a Senior Designer wanting more influence, a Design Manager trying to protect your team from bureaucracy, or a Director attempting to create real change - this is about having impact. We show you how to adapt, adjust, and position design to win in ways that are specific to your situation.
How is this different from traditional Design or DesignOps training?
This isn't another prorgam about workshops, journey maps, or design systems. Those are important tools, but they haven't fundamentally changed design's influence in most companies. CDO School is about what happens before the frameworks and processes – how to spot real opportunities, how to build evidence that can't be ignored, and how to move faster than the bureaucracy.
With AI democratizing so much of development and operations, we show you how to focus your energy on the work that actually creates change. This is about being dangerous – in the best possible way.
What if my company isn't design-driven?
Here's the reality most programs ignore: most companies don't compete on design. They win through pricing, scale, network effects, or enterprise sales. Instead of fighting this reality, CDO School shows you how to use it to your advantage.
You'll learn how to demonstrate exactly how design can amplify existing advantages, make current strategies stronger, and create unexpected value. This isn't about converting everyone to design-first thinking. It's about making design an undeniable multiplier of what already works, and commanding attention for what doesn't.