A Design Ops Girl in a Dev Ops World
Summary
Key Insights
-
•
The ambiguity of the word 'We' at WeWork necessitated developing a unique internal syntax for clarity.
-
•
WeWork operates at an exceptionally rapid pace, experiencing a week’s worth of challenges daily.
-
•
Program managers were initially misunderstood as 'expense of routers,' highlighting a gap in understanding their unique skills.
-
•
Learning people’s origin stories reveals their motivations and helps build deeper connections beyond just knowing roles.
-
•
The Red Tech mission was formed from three distinct waves of teams with very different cultures and histories.
-
•
Introducing simple, fundamental agile scrum training helped unify teams with varying levels of scrum knowledge.
-
•
Quarterly retrospectives with strict ground rules and three focused questions unlocked honest dialogue and revealed emotional undercurrents.
-
•
Mapping agile stories directly to OKRs connected team efforts to company goals and surfaced cross-team collaborations.
-
•
Implementing peer recognition through the Silver Heart Hat Awards boosted morale and peer appreciation visibly and inclusively.
-
•
Building or finding a 'tribe' of trusted collaborators is essential for emotional support and navigating rapid organizational change.
Notable Quotes
"When I talk about We, am I talking about You and Me, or the company itself? The word We can get really confusing."
"The volume coming at me every day was like a week’s worth of work compressed into one day."
"Program managers are just expense of routers—what they missed was the how, that secret sauce of EQ."
"Asking someone’s origin story gets you their why, not just the what."
"There are at least six definitions for desks at WeWork—context matters."
"Many team members were faking scrum until they made it; they used the words but didn’t know the practice."
"What started off poorly but improved during the quarter is where all of the magic happened in retrospectives."
"Quarterly retros are sacred; what happens in retro stays in retro to create trust and honest conversations."
"Multiple teams were supporting the same goals in different ways, and that led to meaningful cross-team conversations."
"Find the people with whom you can lock eyes—those are your tribe, your support system."
Or choose a question:
More Videos
"Never assume and always ask why."
Susan Simon-DanielsWar Stories LIVE! Susan Simon-Daniels
March 30, 2020
"Browsers are considered absolutely critical to business given organizations' reliance on web apps and software that's easy to update."
Sharon BautistaTime to Make the Donuts: How User Research Helped Bridge Disparate Teams
January 8, 2024
"I always like to try to introduce a wild card from a slightly orthogonal field to spark the thinking."
David Cronin Uday Gajendar Peter Morville Kendra ShimmellDiscussion
May 13, 2015
"The current decline in response and participant engagement rates is a genuine crisis that threatens research data quality."
Jemma Ahmed Megan Blocker Eduardo OrtizRedefining the research toolkit: Expanding methodologies for a changing world
March 12, 2025
"Our design system and components are public on developer.servicenow.com to encourage customer reuse and consistency."
George Hinchliffe Joy LiuDelivering Amazing Experiences
June 10, 2021
"An agency developing shared technical infrastructure must market to itself why change is preferred, not just rely on top-down mandate."
Stefanie OwensOptimizing for Outcomes: Transformation Design in Systems at Scale
December 4, 2024
"The empathy in defending the opposing team’s idea is very, very powerful and helps find a third way in deadlocked conflicts."
Steve Baty Richard Dalton Maria Giudice Harry MaxDiscussion
June 9, 2016
"Maintaining large-scale design systems is a real challenge that AI tools are starting to solve."
Ryan Matthew Alex KurchevBridging Design and Code: AI-Powered Design System Integration
September 11, 2025
"The true enabler of a successful innovation is not the new technology or clever business model, but the human beings involved."
Laura WeissTurn Down the Heat: 3 Ways to Handle Conflict in the Moment
November 20, 2024