Rosenverse
Exit Interview #3: Same as It Ever Was: What Leaving Tech Taught Me About Change

Log in or create a free Rosenverse account to watch this video.

Log in Create free account

100s of community videos are available to free members. Conference talks are generally available to Gold members.

Exit Interview #3: Same as It Ever Was: What Leaving Tech Taught Me About Change

Wednesday, December 17, 2025 • Rosenfeld Community

This video is featured in the Learning playlist and 1 more.

Share the love for this talk
Exit Interview #3: Same as It Ever Was: What Leaving Tech Taught Me About Change
Speakers: Chelsey Glasson
Link:

Summary

After more than a decade of exploring the world as a user experience researcher, I found myself at a crossroads: continue in a traditional user research role or venture into something new. I chose the latter. Today I’m in the early stages of a legal career, having just wrapped up my second year of law school.

Remembering how scary it initially felt to even consider a career pivot, I’m excited to share why I made a change, some of the humbling and sometimes funny moments along the way, and how the skills I developed in UX continue to set me up for success today. Whether you’re contemplating a transition of your own or just curious about what a non-traditional UX-to-something-else journey can look like, I hope my story offers insight, encouragement, and a bit of validation for wherever you are on your career path. And if you're considering a change, please know you’re not alone. There’s a whole community of us out here, cheering you on and excited to provide insight and empathy.

Key Insights

  • •

    Many UX professionals come from diverse, tangible job backgrounds before entering tech.

  • •

    Chelsea Glasson's transition from UX to law was inspired by her pregnancy discrimination memoir project.

  • •

    The law school’s modern client-centered approach closely parallels the UX research and design process.

  • •

    Tech’s performance calibration cycles promote short-term focus and gamified competition rather than long-term career vision.

  • •

    Ageism and early exits for women (average age 35) in tech contrast with law, where experience and age are more valued.

  • •

    Leaving tech often means rebuilding networks and confronting imposter syndrome, but framing it as a research project helps.

  • •

    Shifting industries can feel like starting over but leveraging UX skills enables smoother transitions.

  • •

    Financial and family pressures strongly affect decisions to stay or leave the tech industry.

  • •

    Burnout and systemic biases in tech create openings for career pivots into adjacent fields like law or policy.

  • •

    A career can be viewed as a marathon with scenic detours rather than a single linear sprint.

Notable Quotes

"My last job outside this field was as a furniture salesman — flipping burgers or wrangling children, many started outside tech."

"That holiday party in Medina was eye-opening—tech execs talking about vacation homes, and I thought, I want that world."

"The six-month calibration cycle in tech gamifies performance but discourages a long-term vision for career longevity."

"Legal careers value experience and credibility more as you age, unlike tech where ageism is prevalent."

"Writing my book was just another UX research project synthesizing my career and leading me toward law."

"My law professor outlined the modern legal process as UX: listening, researching, co-creating solutions with clients."

"Moving into law felt like starting over, but reframing it as a UX challenge made it manageable."

"Leaving tech meant rebuilding my social and professional networks outside the industry, which took time and courage."

"I sold my Seattle house and downsized in Spokane to manage financial pressures during this transition."

"Working in tech was a scenic detour on a long-term career marathon, with more detours ahead but now I have the tools to navigate them."

Ask the Rosenbot
Stephen Pollard
Closing Keynote: Getting giants to dance - what can we learn from designing large and complex public infrastructure?
2017 • DesignOps Summit 2017
Gold
Marisa Bernstein
It Takes GRIT: Lessons from the Small, but Mighty World of Civic Usability Testing
2021 • Civic Design 2021
Gold
Sarah Gallimore
Inspire Progress with Artifacts from the Future
2022 • Civic Design 2022
Gold
Himanshu Bharadwaj
If design had a heart
2026 • Rosenfeld Community
Alla Weinberg
People Are Sick of Change: Psychological Safety is the Cure
2023 • DesignOps Community
Lada Gorlenko
Theme 3: Introduction
2021 • Design at Scale 2021
Gold
Peter Morville
The Architecture of Understanding
2015 • Enterprise UX 2015
Gold
Bria Alexander
Opening Remarks Day 2
2024 • Advancing Research 2024
Gold
Sean Dolan
A Practical Look at Creating More Usable Enterprise Customer Journeys
2019 • Enterprise Community
Tess Dixon
C'mon Get Happy
2021 • DesignOps Summit 2021
Gold
Ashley Cortez
Shifting Toward Community-Led Innovation in Local Government
2021 • Civic Design 2021
Gold
George Aye
Designing a New Social Contract
2026 • Rosenfeld Community
Melinda Belcher
Insider preview of Enterprise Experience 2020
2020 • Enterprise Community
Jacqui Frey
Panel Discussion: Integrating DesignOps
2018 • DesignOps Summit 2018
Gold
Liza Pemstein
Scaling Research Via an Ops First Model at Clever
2023 • Advancing Research 2023
Gold
Dave Malouf
Theme 3: Introduction and Provocation
2024 • DesignOps Summit 2020
Gold

More Videos

James Rampton

"Astronauts hated digital controls; they wanted durable, glove-friendly hard buttons for the lunar rover."

James Rampton

The Basics of Automotive UX & Why Phones Are a Part of That Future

July 25, 2024

Sheri Byrne-Haber

"You want to code once and reuse components consistently for better UX; inconsistent skip-to-content links are a classic accessibility failure."

Sheri Byrne-Haber

The Importance of Accessible Design Systems

January 8, 2024

Gonzalo Goyanes

"Only when we translate our success into the company’s language can we really quantify our contribution to overall strategy."

Gonzalo Goyanes

Design ROI: Cover a Little, Get a Lot

September 8, 2022

Brianna Sylver

"To elevate design, you have to upskill in business acumen and one or more technical or specialty disciplines."

Brianna Sylver

Lead With Purpose

March 31, 2020

Joshua Graves

"You need to know your limits on how far you’re willing to exert influence and your energy investment."

Joshua Graves

We Need To Talk: Navigating Conversations with Your Boss (Part 1 of 3)

April 14, 2025

Ed Mullen

"Design without implementation is just theory; feedback loops must turn user needs into action."

Ed Mullen

Designing the Unseen: Enabling Institutions to Build Public Trust

November 16, 2022

Jon Fukuda

"Where else are you gonna hear these stories and learn from all the various corners of our practice?"

Jon Fukuda

Theme 3 Intro

September 25, 2024

Prayag Narula

"Companies have started building their own base camps, but these feel more exclusionary compared to grassroots ones."

Prayag Narula Rida Qadri

HCI 2.0: Humanity Deserves the Attention that UX Research has to Offer

March 28, 2023

Clara Kliman-Silver

"There’s a perception that generative AI is gonna change everything, but I think it’s gonna transform, not totally overhaul mine."

Clara Kliman-Silver

UX Futures: The Role of Artificial Intelligence in Design

June 7, 2023