DIRECTOR OF PRODUCT DESIGN · HANDS-ON WITH AI

I build design teams that hold up under pressure.

For 20+ years I’ve led design in banking, insurance and enterprise SaaS. At Pluralsight my team turned our Pando design system into a Claude skill, so AI tools build on-system by default. I also oversaw design for Iris, our customer-facing AI assistant, through launch. I still work hands-on. This year I rebuilt a B2B ordering platform and a banking app concept end to end with Claude.

5x

Design system engineering ROI

$18M

in revenue generated

$1.4B

PPP loan portal delivery

33

direct reports managed

AI · DESIGN SYSTEMS · ADOPTION
Pando: From Design System to Core Product Infrastructure

Rebuilding a fragmented system into an automated, AI-native infrastructure for design & engineering teams.

90%

Component parity achieved

75%

Engineering adoption rate

Key Highlights:

  • Replaced a legacy 60-package system with an automated, tokens-in-code system architecture.
  • Pioneered AI-native workflows integrating Figma MCP, Claude Code & automated visual testing.
BANKING · DESIGN SYSTEMS · PLATFORM REBUILD
Webster Bank redesign - homepage

Transforming legacy banking into an award-winning digital ecosystem through human-centered design.

600%

Increase in application starts

$6.7M

Direct revenue generated

Key Highlights:

  • Rebuilt over 1,500 legacy pages to drive a 40% growth in core deposit account acquisition.
  • Rapidly deployed a digital PPP loan portal processing $1.4B in COVID-19 relief loans for 110,000 local jobs.
AI PROTOTYPING · MOBILE APP · BRAND
Prototyped with Claude Design: frozen food order system

An evolved brand and a working mobile prototype for the bank where I led Experience Design, built with Claude Design.

Key Highlights:

  • Extended a limiting 2020 brand with OKLCH color ramps, a lead serif and darker color steps that pass contrast.
  • Designed four core flows, including in-app account opening, spending insights and a fraud alert you can answer from the lock screen.
  • Directed Claude from first brief to a clickable prototype with real transitions, setting the craft rules every screen had to meet.

Recommendations

What colleagues, clients and collaborators have said about working with me.

River Brandon - VP of Product and Design - Pluralsight

River Brandon

VP of Product & Design – Pluralsight
I reported directly to River

“A calm and steady presence in an environment undergoing constant change and disruption.”

Brad Bice - Principal Product Designer - Pando Design System

Brad Bice

Principal Product Designer, Design System – Pluralsight
Reported to me directly

“I originally joined Pluralsight because of the quick connection I made with Tim, choosing his team over offers from Paramount+ and others.”

Caroline Buchele - Director, People Business Partner - Pluralsight

Caroline Buchele

Director, People Business Partner – Pluralsight
My People Business Partner at Pluralsight

“That integrity in hard moments is exactly what makes him the kind of leader people want to work for.”

How I Lead

Tim Roberts - Director of Product Design - Enterprise and B2C Platforms

Design is a business lever, not just a craft.

Make the case, then make the thing.
Design without business grounding is just decoration. I align design strategy directly with revenue goals before driving execution.

Build teams that hold up under pressure.
High craft, low ego and focused on priorities. I build team cultures that stay grounded and productive through major structural shifts.

Scale & Velocity.
Design systems, modern workflows and governance exist for one reason: helping teams ship better software faster.

Stay close to the work.
I coach, review and push for craft excellence. Executive leadership requires high-level perspective, but that’s never an excuse to lose touch with product detail.

I have led design organizations through rapid scaling, corporate buyouts and private equity ownership. Across every transition, I keep teams focused on quality, execution and business momentum.

Tim Roberts - Director of Product Design - Enterprise and B2C Platforms