Jason Cypret

VP of UX at Power. Founder of BoxBoard, Core contributor of the Playbook design system.

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

Experience Showcase

Power

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.

BloomBoard

Turning R&D into real products.

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

Brainspace

Where design meets machine learning.

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

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

Latest Blog Posts

Shipping Fast, Breaking Less: Managing Tech Debt in the AI Era

AI helps you build faster than ever, but if you're not careful, you'll pay the price later. Here's how I keep speed high without letting tech debt pile up—and the simple rules I follow to make sure AI-generated code doesn't bite me in the long run.

How I Orchestrate AI Tools Like a Product Team

Instead of relying on one AI tool to "do it all," I've found success treating each AI app like a teammate with a defined role—solution architect, developer, and creative support. Here's how I orchestrate ChatGPT, Cursor, Claude, and Figma into an AI-enhanced workflow.

Your Job Isn't Gone—Your Job Description Is

AI is blurring the lines between once-siloed roles. Here's how I used four different skill-sets—logo design, landing-page creation, marketing ideation, and coding—in the spare slices of a single week, with AI doing the heavy lifting.

Tiny Agents, Not AGI: Building a 5-Node Marketing-Idea Generator in n8n

Agents sound intimidating, but the smallest useful one I've built fits neatly into a five-node n8n workflow that runs every Monday.

AI and the Future of UX: Key Takeaways from Gartner Day 2

AI is shaping the next era of UX and offering practical strategies for embracing this technological transformation.