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End-to-end redesign of a B2B SaaS platform that brokers called slow, cumbersome and outdated. Mobile-first MVP, then desktop — then a rethink when the same users wanted the opposite thing on a bigger screen.

  • 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 the product — the job is making it navigable, not making it disappear.

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 mark, a brand book and style guide, and a rebuilt marketing site. The first project I was handed at Ticket Attendant, and the foundation everything else sat on.

  • 10→2Colours in the mark
  • 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 isn't decoration. It's one decision made properly that makes the next hundred decisions cheap — and lets a team ship without asking permission.

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 branding masks poor content. Take the colour 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 booking flow that was quietly telling clients the wrong services and prices. One month, one designer.

  • 1Type and colour 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 — and the content problem mattered more than anything visual I did.

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

Experience

What I did, and what it taught me.

Public health, then personal training, then software. Every one of them was the same job: work out what a person actually needs, then build the thing that gets them there.

Download the PDF

2024–2026

Chicago, IL

UX Designer & Engineering Coordinator

Ticket Attendant · B2B SaaS

Owned end-to-end UX for a B2B SaaS platform used by professional ticket brokers — discovery research through 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 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 a prioritization matrix 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 enterprise 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 — not fewer features.

2024

Chicago, IL

UX Designer & Researcher

Freelance

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 meWith one designer and one month, the design system is the deliverable. Decide type, colour and spacing once and the rest of the site builds itself.

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 the step.

2018–2022

Chicago, IL · and self-employed

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. This is the foundation of how I run user interviews now.

  • 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 meWhat people say they will do and what they actually do are two different data sets. Design for the second one.

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 rather than by instinct.

  • 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.
  • Localized the EMR interface into French for international users.

What it taught meIn clinical software a confusing label is a safety risk. It permanently changed how seriously I take microcopy.

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

My first example of user experience comes from my dad. He loves having people over for dinner, and every time, before they arrived, we did the Front-Door Check. We would walk in through our own front door as if we were the guests, to see how they were going to experience the party from the very first impression. Was it inviting? How was the lighting? What did you smell first? Did anything need changing? We made the final adjustments, and voilà — we were ready.

I've always appreciated that viewpoint: putting myself in their shoes. I think it's what makes me good at designing the experience of the user.

My bachelor's in public health gave me a holistic, system-level perspective and a real value on prevention, consistency and risk reduction. Through it I worked with the Alzheimer's Foundation and with residents at continued-care retirement communities. Then I decided to practise public health one person at a time, as a personal trainer and fitness coach, for ten years.

The pandemic catalysed a shift. I had loved helping people get healthy, but the growth was limited to more of the same. I wanted ownership over my work, more room for creative problem-solving, and a team — most of what I'd done before had been self-started, and I believe one goes further as a team.

Alongside the fitness career, I'm creative. I trained and coached aerial arts and built acts and choreographies for myself and for clients. (I find a great deal in common between design thinking and building a choreography.) I even produced a fundraising aerial show and raised $3,000 for charity.

I've worn a lot of hats, all of them about communication, ideation, relationship-building and getting things done. Web design lets me use creative problem-solving at a system level — and if it means more time cosied up at my computer with my cat at my feet, I can't complain.

My two years at Ticket Attendant gave me software from start to finish: research, design, testing, feedback, iteration and roll-out. I'll bring that, and everything before it, 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 — I've worked one-to-one, in person, with very diverse populations — plus the ability to connect dots across disciplines and synthesise what I find.

Yes, a little. Front-end tools: HTML, CSS and JavaScript.

Long "e" — like vegan. Like Regan in King Lear, or Donald Regan the Treasury Secretary. Not like Ronald Reagan.

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

Come in through the front door.

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

[email protected]

Chicago, Illinois · 847.814.0592