DIRECTOR OF PRODUCT DESIGN | ENTERPRISE & B2C PLATFORMS

I build design organizations that hold up under pressure and ship work that moves the business.

I lead product design organizations in enterprise SaaS and financial services environments where clarity, trust and speed matter. Over 20+ years, I’ve scaled UX practices across enterprise and consumer products, building research-driven teams and modern AI workflows that drive revenue and customer lifetime value.

If that’s the kind of leadership your team needs right now, let’s talk.

Recent roles

Director of Product Design, Pluralsight

Head of Experience Design, Webster Bank

Open to Director, Senior Director, Head of UX and VP of Design roles, remote or hybrid.

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

20+

Years in design leadership

$18M

in revenue generated

$1.4B

PPP loan portal delivery

33

direct reports managed

How I Lead

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.

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.”

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.
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.
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
Pluralsight: Turning a Fragmented Design Function Into a Real Operation

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
From Manual to Millions - Reddy Raw web site redesign and custom e-commerce design and development

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
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.
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