Lesley J. Hubbard

Lesley J. Hubbard

Experience Design Leader · Retirement · Financial Services · Healthcare

Greater Hartford area · Remote or hybridljhubbard005@gmail.com(860) 212-6427

Designing experiences for people who have to understand something complicated, decide something that matters, and get it right the first time. Retirement participants with a deadline. Clinical staff learning a new platform. Public employees choosing a plan. Twenty years in design, ten of them leading UX inside retirement, financial services, and healthcare, where accessibility and compliance are part of the brief. I work research through implementation, and I build things meant to be reused.

2020 Eddy AwardPensions & Investments, for the NewYork-Presbyterian redesign
~$200Min rollover assets guided through a single plan transition
300+clinical operations staff ready on day one of a new platform
5 to 8regulated initiatives delivered with AI-assisted methods
Regional EmmyNATAS, Outstanding Individual Achievement in Graphic Design

Capabilities

Experience strategy

Journey maps, service scenarios, and information architecture, done before anyone agrees on the problem.

Research & evidence

Usability testing, heuristic evaluation, and analytics, used to decide and then to check.

Interaction & systems

Flows, prototypes, and components built to flex across clients rather than get copied.

Accessibility

WCAG held at program level through reusable patterns, not fixed one project at a time.

AI in practice

AI-assisted synthesis, specifications, and handoff, inside enterprise limits, with human review on every output.

Selected work

Case studies

Modernizing Hardship Withdrawals

Turning a paper-based, regulated request into guided digital self-service

Paper to digitalself-service hardship withdrawals, released in phases

Retirement · B2C, plan participants · Private, regulated

Consolidating Workplace Custom Client Sites

From hundreds of one-off client websites to one modular, compliant system

~50%labor savings my component design contributed to, on applicable work

Retirement · B2B2C, plan sponsors and participants · Private and public-sector clients

AI-Assisted Design Delivery

Building a working method inside a locked-down regulated toolchain

5 to 8projects with substantial AI-assisted delivery

Retirement · Internal, design practice · Private, regulated

Browse by focus

Pick the lens that fits your role

Retirement & financial services

Participant decisions with deadlines, regulated money movement, and plan sponsors who answer for both.

Healthcare & clinical operations

Clinical staff learning new systems, health-system clients, and workflows where errors reach patients.

AI adoption & design operations

AI used inside real constraints, with human review on every output and a method others can pick up.

The value I bring

Regulated complexity

Distribution rules from the IRS, multi-plan transitions, clinical operations. Getting it wrong costs more than a bad review.

End-to-end ownership

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

Practice leadership

Mentoring, design critique, stakeholder training, and new methods moved through a team by persuasion.

Systems thinking

A multiple-account component built for one client went on to serve others with different constraints.

Cross-functional work

Clinicians, counselors, product managers, engineers, vendors, compliance partners, and executives.

Telling leadership the truth early

Risk raised while there is still time to act on it, which is what keeps a launch on track.

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. Regulated industries taught me that the constraints are the brief, not an obstacle to it.

What colleagues say

Working with Lesley

“Words cannot fully capture how vital Lesley has been to the success of the Hardship Withdrawals project. … Lesley has dedicated numerous hours, patiently handled challenges, created multiple drafts of wireframes to conceptualize ideas, and consistently delivered high-quality products. She demonstrates teamwork, professionalism, and is a reliable resource for others with questions or concerns.”

Empower Value Stream Senior Analyst

“Lesley is a strong teammate who shows up prepared and takes her work seriously. She’s collaborative, easy to communicate with, and handles her responsibilities well even when things get busy. I really enjoy working with her and appreciate the steady, thoughtful approach she brings to the team.”

Empower colleague

“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

“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 Lead, Principal, and design leadership roles in retirement, financial services, and healthcare. Remote, hybrid, or in the Greater Hartford area. Email is the fastest way to reach me.