Hi, I'm Jason!

I'm a UX and product design executive with over 20 years of experience leading cross-functional teams, launching scalable systems, and crafting user experiences that drive business growth.

UX Executive Systems Thinker Product Builder
Jason Cypret - UX Design Leader

My Approach

My unique blend of design leadership and hands-on technical expertise allows me to bridge the gap between design and engineering, fostering collaboration and accelerating product development. I'm passionate about Lean UX methodologies and believe in creating beautiful, efficient, and user-centered designs.

WORK EXPERIENCE

2017-2025

VP of UX Power

Led UX at Power from the ground up, scaling the team from 1 to 30+ and launching Playbook, a multi-language open-source design system. Shipped Power's first consumer app and modernized the enterprise platform. Championed Lean UX to move faster and deliver real impact.

2014-2017

Sr. Principal Product Designer BloomBoard

Led design for a credentialing platform that brought R&D to market, now used by school districts and universities nationwide. Shaped product direction through research, iteration, and hands-on delivery.

2014-Present

Founder & Creator BoxBoard

A solo-built CrossFit workout platform used by gyms across the U.S., with 60K+ scores logged. Designed, coded, and shipped the product end to end — from backend architecture to mobile UI and AI integrations.

See All Experience

Make it bold. Make it clear. Make it last.

From first sketch to launch-ready platform, I turn ambiguity into systems, and systems into momentum.

Selected Work & Impact
Download My Portfolio

Built the team. Built the system. Built what's next.

Power's first VP of UX. Designed from the inside out — from internal tools to customer apps.

“Built for speed, refined through iteration. That mindset still shapes how I work.”

Built for the gym. Shaped by design.

As Founder and Creator of BoxBoard, I built this CrossFit workout platform from the ground up — design, code, and product strategy. What started as a personal side project is now used by gyms across the U.S., supporting 60,000+ logged scores and over 10,000 workouts.

“What started as a learning tool is now part of gym routines nationwide.”

Turning R&D into real products.

From prototyping ideas to launching full platforms — helped BloomBoard reimagine how educators grow and get certified.

“Turned early R&D into a real product that powers educator growth nationwide.”

Where design meets machine learning.

Helped shape Brainspace and Pure Discovery from the ground up — designing, building, and iterating through 4+ product evolutions.

“I learned that good UX can shape how people think about data.”

Let's Build Something Together

Design Leadership

Building and scaling high-performing product design & UX teams

Systems Thinking

Driving scalable, consistent experiences with modern design systems & product operations

Cross-Disciplinary

Fluent in design, engineering, and product—bridging teams to move faster and build smarter

Inspire Your Team with Real-World UX Stories

Looking to energize your team or bring clarity to your design org? I speak on systems thinking, Lean UX, and cross-functional collaboration — always with real-world stories and takeaways.

Popular Speaking & Workshops:

Getting your design system off the ground — and into production

Bringing Lean UX into fast-moving agile environments

Building trust between design, product, and engineering