Improving Legacy Software: How Much Better Does it Have to Be?
Summary
Feature improvements to software that has been around for while often results in frustration for the users because of resistance to change. Even if the new experiences are proven to be better, old habits and biases interrupt adoption speed. In this talk, Paula will explore strategies for proving out where legacy software needs improvement and where research can guide and debunk myths about legacy software and legacy users.
Key Insights
-
•
Legacy habit paths form over years and become deeply ingrained through frequent and complex workflows.
-
•
Breaking established habit paths in software can cause cognitive overload and reduce productivity.
-
•
Windows settings navigation evolved through nine different habit paths over 27 years, with some changes improving and others worsening user experience.
-
•
Measuring before-and-after effects on habit paths is crucial to determine if a change is better, worse, or the same for users.
-
•
Multiple methods exist to evaluate habit disruption, including time on task, cognitive load, emotion tracking, and telemetry.
-
•
Telemetry is often missing or insufficient for tracking habit paths, requiring manual analysis or enhanced tooling.
-
•
Smaller user bases, such as enterprise teams with fewer than 20 users, have an advantage in deeply understanding and managing habit formation.
-
•
Different user populations may face varying levels of pain when habit paths change, making user segmentation critical in design decisions.
-
•
Consistency must be balanced between respecting legacy habits and aligning with newer interaction patterns from other platforms.
-
•
There is an opportunity for the industry to collaboratively track common habit paths to unify user experiences across products.
Notable Quotes
"People form habits on software that become efficient, so they naturally resist changes that force new habits."
"Breaking a habit path can cause users to repeatedly retry workflows, leading to frustration and cognitive overload."
"From 1995 to 2012, Windows users had a consistent start button habit path to reach settings; Windows 8 broke that 15-year habit."
"If we don’t respect legacy habits, we risk interrupting workflows and causing users to have a bad day."
"Measuring changes before and after is key because you can’t know the impact without a baseline."
"Collecting habit path data in every study over time builds a data set that informs product decisions."
"In the small enterprise user base scenario, you can get down and dirty to know exactly how people use the software and how habit changes will affect them."
"Consistency with legacy habits versus new platforms depends on knowing your audience and the likelihood of pain from breaking habits."
"Breaking habits for new users, such as Mac users switching to Windows, requires mapping mental models carefully to reduce pain."
"Habit changes sometimes must happen, but measuring and designing to respect them avoids mortifying changes."
Or choose a question:
More Videos
"Operationalizing inclusive research helps teams navigate the messy, nonlinear reality of maturing accessibility practices."
Gabriela BarnevaOperationalizing Inclusive Design in Service Design
November 20, 2025
"Even though we're virtual, our code of conduct still applies and requires respect and kindness."
Bria AlexanderOpening Remarks
January 8, 2024
"The blank page can be terrifying because you don’t want stakeholders to laugh or say you got it all wrong."
Russell Blair Milan GuentherKilling the blank page
June 5, 2024
"Tesla had 150 million lines of code in 2019 and is now replacing hundreds of thousands of lines with AI to improve self-driving features."
James RamptonThe Basics of Automotive UX & Why Phones Are a Part of That Future
July 25, 2024
"I wasted five years being blind to the rhythm of the place before we moved billions of dollars addressing major issues."
Christian MadsbjergInfluencing Strategy
March 31, 2020
"Find a mentor—an AI, a person, or a project—and use community resources like Open Austin to learn and grow."
Bryce Benton[Demo] AI-powered UX enhancement: Aligning GitHub documentation with USWDS at Austin Public Library
June 4, 2024
"Purpose is a super important word—understanding what a person is trying to get done, not just their behavior."
Indi YoungPaying Better Attention to the Problem with Indi Young
December 12, 2019
"Publishing a position paper at IBM takes months of review to align all stakeholders and avoid any suggestion of greenwashing."
Chris HammondEmbedding sustainability into enterprise design and development: A journey towards "sustainability consciousness"
April 2, 2025
"Slack is the heart and soul of this conference — that’s where you ask questions, get help, and connect with others."
Bria AlexanderOpening Remarks
September 9, 2022