Hello,

Regan O'Brien

User Experience Designer & Researcher · Chicago, IL


  • Endlessly curious.
  • Ruthlessly pragmatic.
  • Human behavior expert.

End-to-end product designer with twelve years of reading people and three of designing for them. I run the research, test the assumptions and then measure whether it worked.

Portrait of Regan O'Brien in a green velvet gown, resting her chin on her hand, seated on a deep red chaise.
0.5s Load time, down from 12s
100% Adoption, Concourse mobile
85% Satisfaction, up from 30%
+64% Desktop adoption after grid view

Selected Work

Four projects, and what each one taught me.

Concourse

SaaS · 2 Designers, 2 Developers · 2 Years

End-to-end redesign of a B2B SaaS platform from slow, cumbersome and outdated to fast, sleek and intuitive. Mobile-first MVP, then desktop. Simplicity ≠ Good UX.

  • 24×Faster: twelve seconds to half a second
  • 100%Of users moved to the new mobile app
  • 85%Customer satisfaction, up from thirty
Stakeholder interviews Workflow analysis Prioritization matrix Adoption measurement

What it taught meThe instinct to simplify isn't always right. For power users, complexity is their preference. It's important to design for your user niche. Not all users are alike.

Read the case study
Concourse reporting screens showing invoice, sales and remittance summaries.

Ticket Attendant Brand System

Logo, brand book, website · 2 Designers · 2024

Brand identity and design system work: a new logo, a brand book and style guide. The first project I joined at Ticket Attendant, and the foundation everything else sat on.

  • 10→2Colours in the logo
  • 1Glyph that works as a favicon
  • Materials made easier by a brand book
Identity design Brand book Adobe Illustrator WordPress

What it taught meA design system is company identity. It's one decision made properly that makes the next hundred decisions easy.

Read the case study
The redesigned Ticket Attendant mark: a purple ticket shape beside lowercase 'ta' initials.

Chicago Public Art Group

Non-profit · 3 designers · 3 months

Heuristic evaluation and content testing for a nonprofit whose beautiful site gave visitors nothing to act on. Greyscale wireframes stripped the branding out and exposed the information architecture.

  • 3→1"About" pages consolidated into one
  • AAContrast restored in the Spotlight section
  • 1Obvious next step on every page
Heuristic evaluation Content testing Site mapping Accessibility

What it taught meGood brand can sometimes mask poor content. Take the color and photography away and the structural problems have nowhere to hide.

Read the case study
The redesigned Chicago Public Art Group homepage shown on a laptop, featuring a full-width mural photograph.

Nik Neuro

Freelance · 1 designer · 1 month

A solo end-to-end redesign for a small business: visual identity, information architecture and a user task flow that was telling clients the wrong services and prices. Swift and effective redesign.

  • 1Type and color system, end to end
  • 0Inaccurate scheduling details left
  • +Calls to action on every page
Visual system Service design Site architecture Scheduling UX

What it taught meOn a short timeline the system is the deliverable. The visuals and content problem helped this small business convey professionalism.

Read the case study
The redesigned Nik Neuro homepage: a light, unified layout with clear service cards and visible calls to action.

Experience

Professional Experience

Public health, then personal training, then software. Every one of them is connected with the throughline of studying human behavior and behavior change: work out what a person actually needs, then figure out the steps to get them there.

Download Resume

2024–2026

Chicago, IL

UX Designer & Engineering Coordinator

Ticket Attendant · B2B SaaS

Owned end-to-end UX research, design, and testing for a B2B SaaS platform used by professional ticket brokers. Wireframing, high-fidelity prototyping, QA and release. Worked inside an Agile cycle with engineering and coordinated design-to-development handoff.

  • Led a mobile-first redesign of the core platform, cutting average load time from twelve seconds to 0.5 seconds and moving 100% of users onto the new mobile app.
  • Introduced a data-dense desktop grid view after usability testing, lifting desktop adoption 64% and overall platform adoption to 90%.
  • Raised customer satisfaction from 30% to 85%, measured through post-release client interviews.
  • Ran stakeholder and user interviews, journey mapping and workflow analysis; built workflow diagrams and utilized prioritization matrices to weigh user impact, business value and technical feasibility.
  • Designed and rolled out a new brand identity and design system in Adobe Illustrator, and rebuilt the marketing site in WordPress.
  • Authored the product user manual and trained internal staff and clients on the new platform.

What it taught meMinimalism is not a universal good. For power users the win is hierarchy and speed of access instead of fewer or hidden features.

2024

Chicago, IL

UX Designer & Researcher

Freelance; Small Businesses and Non-Profit

Delivered end-to-end website redesigns for small-business and nonprofit clients on one-month timelines. User research, information architecture, visual identity and service design.

  • Rosie the Realtor — user research, website creation, service design.
  • Nik Neuro — brand redesign and information architecture, with a scheduling flow rebuilt around accurate service and pricing data.
  • Women in Aviation — stakeholder interviews, site architecture, brand redesign.

What it taught meGave me experience working with different types of clients, conducting research across different demographics and built design skills.

2022–2023

Chicago, IL

Curriculum Coordinator

The Wright Foundation · Nonprofit

Designed curriculum and presentation materials for mission-driven live events, working directly with the foundation's founders and subject-matter experts.

  • Analysed manual workflows and automated curriculum processes, improving efficiency and reducing errors.
  • Built and delivered the presentation decks used on stage at live events.
  • Collaborated with founders and speakers on curriculum development and event planning.

What it taught meA repeated manual process is a design brief in disguise. Map it, find the error, remove friction and reduce cognitive load.

2018–2022

Chicago, IL · and Madison, WI

Coach, Personal Trainer, Health & Fitness

Orange Shoe Personal Fitness & private practice

Ten years applying behaviour-change methodology one-to-one across a highly diverse client base.

  • Guided clients through long-term behaviour change using evidence-based coaching technique.
  • Trained and choreographed aerial arts, and produced a fundraising performance that raised $3,000 for charity.
  • Built and ran a self-employed practice end to end: acquisition, retention, scheduling.

What it taught meThis is my foundation for human behavior change theory. Changing behavior is one of the toughest things to do. Finding the barriers and triggers to habits is the key to adding and removing friction to influence behaviors. This is also my foundation for being a self-starter and seeing processes through from beginning to end.

2016–2018

Verona, WI

Quality Assurance Tester

Epic Systems Corp · Electronic medical records

QA for enterprise EMR software, including on-site go-live support in a live clinical setting. This is where I first learned UX methods formally including creating user personas, card sorting, eye tracking and more.

  • Created, executed and tracked software test plans; identified defects and escalated to development.
  • Supported a real-time software go-live inside a working medical environment.
  • Practised card sorting, usability testing, persona development and eye-tracking studies.
  • Translated the EMR interface into French for international users as part of the translation team.

What it taught meI learned how to create and execute a comprehensive software test plan of the complicated EMR software Epic creates. I also collaborated as part of many large teams.

2014–2015

Madison, WI

Field Researcher

UW School of Medicine & Public Health

Qualitative and quantitative field research on community health trends, conducted under study protocol and HIPAA compliance.

  • Conducted structured research interviews; gathered, recorded and prepared data for analysis.
  • Recruited study participants.
  • Maintained protocol adherence and HIPAA compliance throughout.

What it taught meProtocol is what makes answers comparable. And who you fail to reach shapes a finding more than anything you ask.

About

My Story

A UX designer and researcher who likes complicated problems. My first example of user experience comes from my dad, an architect. He was the first to show me how to consider the person using the space. Each building, each room needs to work for the people inside. He would take me through his projects as if we were the clients, to see how they were going to experience the environment. Was it inviting? Was it functional? Where is the eye drawn? How was the lighting? How did it make you feel?

I've always appreciated that viewpoint: putting myself in their shoes. I think it's what makes me good at designing the user experience. I was taught to think from many perspectives from a young age.

My professional background spans public health, field research, healthcare technology, coaching, and product design. While those fields may look unrelated on paper, they’ve all taught me the same thing: understand the people, understand the system, figure out where the two aren’t working well together, and remove friction. I earned a Bachelor's of Science in Public Health from the University of Illinois at Urbana-Champaign where I developed a holistic, system-level perspective on health, research and problem solving. It also istilled my values of consistency and risk reduction. After college, I worked as a field researcher at the University of Wisconsin school of Medicine and Public Health, conducting research with people in real-world settings and developing the skills to listen carefully, ask good questions, and make sense of what I was learning.

I then moved into healthcare technology at Epic Systems Corp., where I worked with electronic medical records. I was a Quality Assurance tester and my job was to thoroughly test my corner of the software to identify any bugs before it got to production. I created and tracked testing plans, worked with development teams to identify and resolve issues, and supported hospital staff during software go-lives. That experience gave me an appreciation for the complexity of healthcare systems and the importance of building technology that people can rely on. I also got my first taste of UX design at Epic learning about different research methods and usability techniques. In addition to my regular work, I used my French language skills to aid the translation team translating the software into different languages to branch into international markets. I have studied French from first grade through college and loved getting to use those skills as well.

After Epic, I wanted to have a more personal impact in my work. I spent 10 years working as a personal trainer and coach, both independently and with fitness organizations. Although it was a different kind of work, it deepened my understanding of human behavior. I learned how to meet people where they are, understand individual needs, communicate complex information clearly, and help people change their behavior. It also strengthened my ability to work independently, build relationships, and help people turn information into action.

Eventually, I wanted to bring those empathy and project management skills into technology and work on problems at a larger scale. I wanted more ownership over my work and to collaborate with a team. I moved into UX and product design, eventually joining Ticket Attendant, where I worked on a complex SaaS platform used by ticket brokers. There, I took projects from conception to execution, working across research, design, testing, feedback, iteration, and rollout. I collaborated with engineering, operations, and business stakeholders alike. The product involved large amounts of data and complicated workflows, which reinforced something I’ve come to really enjoy about UX: understanding each user group and their specific needs is paramount. Just like a personal training client, each has thier individual needs and starts from a different place. You must be nimble and adaptable to understand and design the process for their unique needs.

That’s how I approach design today. I like asking why, understanding how a person or a system works beneath the surface, and figuring out what people are actually trying to accomplish. I think the most important thing is to make sure the problem the team is trying to solve is the right problem. Lots of time and effort can be devoted to the wrong problem if you don't drill down to root cause first. I bring research, systems thinking, creative problem solving, making sense of messy information, and turning ideas into practicl reality. I've worn a lot of hats, all of them connected by communication, ideation, relationship-building and getting things done. I even produced a fundraising aerial arts show and raised $3,000 for charity.

My two years at Ticket Attendant gave me excellent experience takign a product from start to finish: research, design, testing, feedback, iteration and roll-out. I'll bring my curiousity, my self-starter personality, and all my human behavior understanding to whatever comes next.

Dark green ferns photographed in low light.

Questions I get asked

I specialize in system-level thinking and end-to-end project execution. You could say I'm a well-rounded generalist. Communication and relationship-building is a strong skill of mine. I've worked with very diverse populations. I also excel in the ability to connect dots across disciplines and synthesise what I find.

A little. I have the basics of some front-end tools: HTML, CSS and JavaScript.

Long "e", like vegan

Acrobatic practice or performance on an apparatus suspended off the ground — the sort of thing you see at the circus. Trapeze, silks, lyra, rope, Spanish web.

Let's talk

Connect with me.

I'm looking for my next team. If you're building something where understanding people is the hard part, I'd like to help.

regan.elaine36@gmail.com

Chicago, Illinois · 847.814.0592