VP / Head of Product Design
Tommy Williams
I build and scale design organizations for complex, multi-product B2B platforms — the kind where five legacy products need to become one, where design has to earn a seat in the portfolio conversation, and where org design matters as much as UX. 15+ years across enterprise SaaS, fintech, and healthcare, reporting to CPOs and partnering with product and engineering leadership.
Direct influence on retention, expansion revenue, and competitive win rate across products generating hundreds of millions in ARR.
Selected Work
Outcomes-driven design leadership
Enterprise Platform Redesign
Led org-wide modernization reducing task completion time 40%
0→1 Consumer Health App
Built design team and launched MVP reaching 100K users in 90 days
Design System & DesignOps
Established design infrastructure serving 8 product teams
AI-Powered Advisor Tools
Shipped AI features driving 25% increase in advisor efficiency
How I Lead Design
My strongest work is in the careers I've shaped, the systems that outlast any single project, and the culture that keeps teams performing long after I've moved on.
Strategy & Portfolio
I co-shape product roadmaps with CPOs and VPs of Product — framing design investment as a portfolio of bets tied to retention, revenue, and strategic differentiation. Every initiative ladders to business outcomes.
Explore my approachOrg & Systems
I build multi-disciplinary design teams with clear career frameworks, scalable design systems, and operating models that work across squads, business units, and regions. Org design is product design.
See org playbooksAI & Experimentation
I build AI-literate design organizations — integrating LLMs into workflows, shipping AI-powered product features, and establishing responsible-use guardrails. Leverage first, hype never.
View experimentsExecutive Endorsements
From CPOs, VPs of Engineering, and CEOs I’ve partnered with across enterprise SaaS and healthcare.
Sarah Chen — CPO, B2B SaaS (Series D)“Tommy transformed our design org from a service team into a strategic partner. His ability to connect design outcomes to business metrics changed how our C-suite thinks about product.”
James Morrison — VP Engineering, Enterprise Platform“One of the rare design leaders who can operate at the systems level — org design, executive alignment, design infrastructure — while keeping the craft bar high.”
Maria Santos — CEO, Healthcare Technology“Tommy built and scaled our design team from 3 to 30 while shipping a complete platform redesign. His leadership operating model is something I’ve adopted across other functions.”