Lesley J. Hubbard

Lesley J. Hubbard

Senior UX Designer · Enterprise & Healthcare UX

Hybrid / Remoteljhubbard005@gmail.com(860) 212-6427

Designing enterprise experiences for people who have to understand something complicated, decide something that matters, and get it right the first time. Twenty years in design, ten of them leading UX inside healthcare and financial services, where accessibility and compliance aren't preferences. I work research through implementation, and I build things meant to be reused.

2020 Eddy AwardPensions & Investments, for the NewYork-Presbyterian redesign
Regional EmmyNATAS, Outstanding Individual Achievement in Graphic Design
~$200Min rollover assets guided through a single plan transition
300+clinical staff prepared for a new operations platform

Areas of focus

Research

Interviews, usability testing, heuristic evaluation, journey mapping, and the analytics that say whether any of it worked.

Design

Information architecture, user flows, wireframes, prototypes, responsive layouts.

Systems & delivery

Design systems, WCAG accessibility, and working close enough with engineers that the design survives the build.

AI in practice

AI-assisted research synthesis and documentation, turned into something the whole team uses.

Selected work

Case Studies

CASE STUDY 01

NewYork-Presbyterian Retirement Experience

Award-winning redesign for a complicated health-system transition
~$200Min rollover assets guided through the transition
NewYork-Presbyterian retirement experience home page
Why this matters
Health-system clientComplex plan transitionsPersonal assistance & videoAccessibility (WCAG)Behavioral analyticsAward-winning

The situation

NewYork-Presbyterian was moving its retirement program to Prudential, and the conditions made it hard. Five legacy 403(b) plans could only transfer participant by participant, which put about $200M in rollover assets in play. That ran alongside plan-level transfers and several blackout dates. Employees, many of them clinicians working long shifts, had narrow windows to act in and needed to know what they were doing.

My role

I led the experience end to end: information architecture, content, interaction design, and accessibility. I also designed the Personal Assistance experience. My partners were client stakeholders, the retirement counselors themselves, analytics, and technology.

My approach

  • Built a participant journey that made the options, the timelines, and the blackout dates legible, so people weren't guessing at a decision this size.
  • Designed the Personal Assistance page, video included, to connect participants with a counselor when the site wasn't enough.
  • Held everything to enterprise WCAG standards using consistent, reusable patterns.
  • Watched behavioral analytics and client-satisfaction signals, and kept refining.

Designed for reuse

The multiple-account component at the center of this wasn't built for NewYork-Presbyterian alone. It was designed to flex across plan counts, blackout windows, and transfer types, and it went on to serve other client sites with different constraints. That's the systems thinking behind the award, and it's the thread running through the rest of this portfolio.

Outcome

The redesign won Pensions & Investments' 2020 Eddy Award and carried NewYork-Presbyterian through the move to Prudential, guiding participants through a multi-plan, multi-blackout consolidation involving roughly $200M in participant-level rollover assets.

CASE STUDY 02

CIGNA CODE Runner

Getting 300+ clinical staff ready for a new operations platform
300+clinical staff ready on day one
Why this matters
Clinical operationsClinician workflowsHealthcare technologyEnterprise implementationAgile deliveryRisk mitigationExecutive communication

The situation

CIGNA launched CODE Runner, its Clinical Operations Delivery Management program, as a funded multiyear initiative supporting holistic health management. It brought a new platform and new ways of working to 300+ clinical operations staff who had to do their jobs confidently from the first day of the first release.

My role

I led readiness for Phase 1 clinical users, working across clinical operations, technology, content, QA, vendors, and leadership to turn platform functionality into something people could actually learn. That meant setting scope and test cases, aligning to the delivery schedule, and telling senior management the truth about risks while there was still time to act on them.

My approach

  • Mapped system functionality against what clinicians actually do all day, then tied the curriculum to real workflows and the release plan.
  • Coordinated development, content, QA, staging, clinical operations, and outside vendors so what people learned matched the product they'd get.
  • Turned system requirements into storyboards, which got stakeholders agreeing on what to teach and in what order.
  • Tracked readiness against the technical schedule and escalated dependencies before they could cost clinicians their confidence.

Outcome

Phase 1 hit its scope and 300+ clinical operations staff were using the new platform within the first year, which strengthened CIGNA's broader health-services capability. The work earned the CIGNA Quarterly Champion Award.

The value I bring

Clinical grounding

Time inside CIGNA's Clinical Information Technology group, preparing 300+ clinical operations staff for a new platform.

End-to-end ownership

Research, workflows, IA, wireframes, prototypes, accessibility, testing, and the support that comes after launch.

Regulated complexity

Clinical operations, enrollment, and distribution flows, where getting it wrong costs more than a bad review.

Cross-functional work

Clinicians, product managers, engineers, vendors, analysts, content teams, and executives.

Systems thinking

Components built to flex across clients rather than get copied and re-skinned.

Evidence over opinion

Interviews, usability findings, heuristic evaluation, and behavioral analytics, used to decide and then to check.

What I'm best at is the messy middle: taking a problem nobody has framed yet, working out what people actually need, and staying with it through build and adoption. Healthcare and financial services taught me that the constraints are the brief, not an obstacle to it.

What colleagues say

Working with Lesley

“Lesley brings a wealth of UX experience. Her confident, friendly poise helps business partners feel good about what she recommends and brings to the table.”

Prudential business partner

“We especially appreciate how organized, transparent, and up-to-date Lesley is with her prototypes and recommendations.”

Prudential business partner

“She is truly well-respected for her professionalism and a pleasure to work with on all our projects.”

Prudential business partner

“An excellent collaborator and communicator. She makes collaboration easy and effortless, letting everyone share openly to reach the right outcomes for the customer.”

Prudential business partner

Let's talk

Get in touch

Open to senior and lead UX roles. Fastest way to reach me is email.