Where the experience comes from
I led UX/UI as a Creative Director at Walt Disney World and NCR, including NCR’s $100M+ banking engagement with Wells Fargo and National Bank of Canada. I’ve also designed for brands like Wyndham and Sephora, built CodeTeachers into a STEAM education platform for 25,000+ learners, and run Nerds Agency.
Today I run Waymaker, an AI platform I own end to end: product, design, engineering, and go-to-market. The same range shows up in client work—most recently a 14-day sales sprint for a healthcare-automation company that produced 4 booked demos and 2 closed deals in 11 days.
I’ve worked across enterprise businesses, startups, education, and my own ventures. My work brings together customer research, product strategy, experience design, marketing, and the practical work of getting something into people’s hands.
That experience is also why I’m interested in small experiments. A good idea gets more useful when you put it in front of someone, listen carefully, and make a better next decision.
A full life can hold more than one thing.
I run a tech and agency business, teach, build products, and explore AI workflows. I also love creativity, photography, holidays, making thoughtful things, and spending time with my family and grandchildren. Those parts of my life belong together.
The Wealth Experiment is a home for that curiosity: using skills, creativity, and technology to build more options. Sometimes that looks like a service. Sometimes it is a digital product, a workshop, or a small business idea that deserves a fair test.
What I want to share here
Useful questions. Clear plans. Honest notes about the work. How to recognize a meaningful signal, what to measure, and when to change direction. The aim is to help you make something useful with what you already know—and learn the next skill you need along the way.
Proposed experiments are labeled as proposals. Results belong here when there is evidence to share. We’re building the habit of checking the work as carefully as we make it.
The Wealth Experiment by Waymaker
Build a life with purpose.
Make room for others.
The Wealth Experiment puts Waymaker’s mission into everyday practice: helping people discover their purpose, learn useful skills, and create more choices through work they can build around their lives.
Here, that means exploring side hustles, financial freedom, and practical uses of AI. We share experiments, costs, lessons, and routines so you can test ideas, improve productivity, and keep going through the dips.
Rooted in Christian faith, we believe every person has God-given value. We welcome people of every background and faith, and aim to serve with kindness, dignity, and integrity.
Education and reskilling can open routes into employment, reemployment, and independent work. Our wider purpose includes helping relieve poverty and using what we create to expand opportunity for others.
Building with purpose includes giving back.
I’m committing at least 10% of The Wealth Experiment’s profit after expenses, in total, to support Convoy of Hope, Place of Hope, Christ Fellowship, and education through the Waymaker AI Fund for Education.
Ashley Kays
Explore my Waymaker profile