Stephen
Sherwood

Product designer with 3+ years of end-to-end experience — from blank Figma file to shipped product. Founding designer at a SaaS edtech startup, Design Methods TA at the UW iSchool, and currently building a solo product.

I'm at my best in environments where design decisions have real consequences and where someone needs to champion the user when it's inconvenient to do so.

Outside work: inspired by The Great British Baking Show to bake my own creations. Trail mix cookies are very good. Butterscotch pie is improving.

Currently: Building habit.all. Open to product design roles at stable companies with a real design culture.

I've been a founding designer, which means I know what it feels like to navigate the gap between "we need a design system" and "we have three engineers and a Tuesday deadline."

My background is Informatics (HCI) from UW, with a double in Comparative Philosophy — useful when you need to defend a design decision to a skeptical CEO and an equally skeptical engineering team simultaneously.

I TA'd Design Methods at the UW iSchool for two professors at the same time — the first undergrad in the department's history to do so. HR had to invent a new job code. Two completely different pedagogies: one Figma-heavy, one writing-intensive.

Outside work: inspired by The Great British Baking Show. Trail mix cookies are genuinely excellent.

Currently: Building habit.all. Open to roles at companies with more than 10 people and a functioning design culture.

Founding designer at a SaaS edtech startup — a great way to learn exactly how much a blank Figma file can intimidate you before you stop letting it. Built the design system, shipped the LMS, wrangled offshore engineers, mentored four design interns. Roughly in that order of difficulty.

UW Informatics (HCI) + Comparative Philosophy. The philosophy part is useful for arguing with engineers. Also TA'd Design Methods for two professors simultaneously — the iSchool had to create a new HR code for it, which I consider a minor institutional achievement.

Now building habit.all solo — WebGL renderer, agentic AI architecture, HealthKit integration, and the slow realization that "solo founder" is just "founding designer" with even fewer people to blame. Enjoying it anyway.

I bake. The Great British Baking Show is aspirational television. Currently in the "follow the recipe" phase. The butterscotch pie is improving.

Currently: All-in on habit.all. Open to interesting work at companies that have survived long enough to have a design team.