DIRECTOR OF PRODUCT DESIGN

I build design teams that hold up under pressure.

For 20+ years I’ve led design in banking, insurance and enterprise SaaS. I build the teams and design systems that keep complex products coherent as they scale. I still work hands-on and these days that often means Claude Code and Figma.

20+

Years in design leadership

$18M

in revenue generated

$1.4B

PPP loan portal delivery

33

direct reports managed

AI · DESIGN SYSTEMS · ADOPTION
Pando Central Documentation Hub on Zeroheight governing 4 core modules across design and engineering

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.
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.

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.
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 · B2B ORDERING
Prototyped with Claude Design: frozen food order system

A working, mobile-first rebuild of the ordering platform I helped create, designed in Claude Design and tested on a real phone.

Key Highlights:

  • Directed Claude Design from first brief to a working prototype for phone and desktop, setting the principles and reviewing every version before the next one began.
  • Made the product decisions: mobile first, discovery inside every category and estimated prices labeled as estimates through to confirmation.
  • Built accessibility in from the start with keyboard navigation, screen reader announcements and zero WCAG 2.2 AA violations in automated audits at nine screen sizes.
DESIGN OPERATIONS · TOOLING
Pluralsight: Turning a Fragmented Design Function Into a Real Operation

Building the operational backbone that kept a design organization running through years of upheaval.

$926k

Saved consolidating 28 tools to 7

40%

Reduction in time-to-design

Key Highlights:

  • Ran a company-wide onsite that lifted team peer connection 31% and left 92% of attendees wanting it repeated annually.
  • Launched a UX Strategy & Architecture function using OOUX to unify design across the company’s entire product line
BRAND · WEB STRATEGY
Repositioning a boutique yoga studio to fully book itself through its website alone

Repositioning a boutique yoga studio to fully book itself through its website alone.

1-12

Private clients in one year

1,400%

Mailing list growth

Key Highlights:

  • Defined a specific customer avatar and repositioned services around it
  • Rebuilt the site around conversion, not just traffic
  • Cut $2,388 in ineffective local ad spend using analytics-driven optimization
ECOMMERCE · B2B ORDERING
2010 order form from the custom ordering platform, showing quantity fields, stock status and an Add to Shopping Cart button.

Digitizing a 70-year-old distributor’s order process into $2.5MM in online sales

$0-$2.5MM

Generated online in under two years

100%

Human error eliminated through automated online system

Key Highlights:

  • Replaced paper-based, manual order entry with a custom ecommerce platform
  • Preserved customer trust and relationships through the transition
  • Built standing orders, payment tracking and real-time submission for a legacy client base
AGENCY LEADERSHIP · CLIENT GROWTH
Enterprise Platform & Product UX Consultancy

Digital strategy and web development for distributors, insurers, retail brands & touring musicians.

$15M+

Combined client revenue generated

15

Years running Crucial Networking

Key Highlights:

  • Architected high-converting platforms for insurance, fashion & enterprise distribution that replaced fully manual operations with automated digital workflows.
  • Accelerated client growth across diverse sectors, driving measurable uplifts in traffic, booking volumes & recurring online sales.
BRAND · PHOTOGRAPHY
Other Design Work: Branding, Photography and Product Design

Sixteen projects across musicians, startups and independent brands, outside the client work covered in the case studies.

Key Highlights:

  • Branding and product design for a bourbon company, a security firm and an energy drink brand.
  • Concert and studio photography for touring musicians including Brandi Carlile, Ray Lamontagne, Candlebox and Mike Farris

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