Opener: Chief of Staff–An unexpected journey
Summary
“There’s something about the title or the idea of the chief of staff that seems to be in the zeitgeist.” — Chris Whipple, “The Gatekeepers” The role of Chief of Staff is trending across all industries, but for some the journey is unorthodox and may require good timing and a strong pitch to create the role. Add to the adventure that no two Chief of Staff roles are likely to be the same. Lisa will share her journey from UX to Design Ops to Chief of Staff, including some of the methods that she uses to make her way: be the beacon, spread the light, and support your team, even in times of high anxiety.
Key Insights
-
•
A liberal arts background, including literature and storytelling, can uniquely prepare one for the communication demands of a chief of staff.
-
•
Chief of staff roles vary widely; no single job description fits all, and responsibilities often shift with organizational needs.
-
•
Early career behaviors such as offering to take on tasks and connecting people are strong indicators of chief of staff potential, as Lisa’s former manager Carol observed.
-
•
Adaptability to change, like embracing multiple reorganizations and new skills (SQL, UX), is crucial for success in dynamic organizations.
-
•
Design thinking and UX methodologies provide transferable skills for problem solving and communication in chief of staff work.
-
•
The chief of staff role often acts as a proxy or stand-in for the leader, managing day-to-day operations and ad hoc strategic initiatives.
-
•
Effective chief of staff communication balances confidentiality with transparency and must be tailored differently for senior leaders, peers, and teams.
-
•
Self-care techniques such as meditation, journaling, and setting boundaries are essential to prevent burnout in this high-stakes, high-pressure role.
-
•
Organizational growth and maturity influence the timing and necessity of adding a chief of staff to enable leadership focus on strategy.
-
•
Physical metaphors like the disco ball help illustrate the chief of staff’s role as a beacon—visible yet behind the scenes—and the need for creativity under constraints.
Notable Quotes
"Almost immediately when I started, I would say, oh no, let me take that or I can do that. And then I did."
"You can control what happens to you but you can control how you respond to it."
"I wasn’t planning to learn SQL scripts but I did. And it was fun. It was a new language."
"Being a chief of staff means remembering and helping other people get their shit done."
"I am the shock absorber for everything that’s happening so my boss can focus on bigger priorities."
"Practice levity because coming in every day is hard work and we need to laugh."
"Communicating as a proxy for a senior leader taught me how to tailor messages for different audiences."
"If you don’t have 10 minutes to meditate a day, you actually need to meditate for an hour."
"I made a disco ball glow using a banana holder because I couldn’t hang it — creative solutions under constraints."
"Most chiefs of staff burn out in two years, so it’s important to be clear with yourself and your leader about your goals."
Or choose a question:
More Videos
"With how of work now separated from where we work, the design process stays the same—thinking holistically for all personas and touchpoints."
Lavy Kumar Kat Temple Shan Sebastian Tara Jensen Jenn ChouFuture of Work
June 9, 2021
"Leadership buy-in now means we get to focus on bigger, generative research questions instead of just tactical usability studies."
Andreas Huebner Amy Takata Craig BrookesWhat Is It Like To Be Part of The UX Team at Compass?
March 11, 2021
"Startups struggle daily with pricing, and conjoint analysis is the single most underrated tool to find optimal prices."
Ricardo MartinsUnlocking the power of advanced quantitative methods
March 12, 2025
"Learning invalidates being right as the currency of research and product decisions."
Monty HammontreeThe Future of UX Research
December 3, 2020
"The designers started to send notes of thank you to the ex members of the design ops team for making their life easier."
Benjamin RealShowing the Value of DesignOps by Not Having a DesignOps Team
October 21, 2020
"You've got to slow down to go fast; make space in your schedule to think strategically."
Kate TowseyAsk Me Anything (AMA) with Kate Towsey
April 2, 2025
"Pilot projects with evangelists inside the company make ethnography manageable and successful."
Steve Portigal Chris Chapo Kelly Goto Christian RohrerDiscussion
May 13, 2015
"The more payment providers you offer, the higher the chance everyone can pick what works best for them."
Sam ProulxOnline Shopping: Designing an Accessible Experience
March 28, 2023
"Users with physical challenges often can see and interpret prototypes but may need help clicking through them because assistive tech may not support the prototype system."
Sam ProulxPrototype Reviews, People With Disabilities, and You
October 1, 2021
Latest Books All books
Dig deeper with the Rosenbot
How do enterprises balance qualitative and quantitative tools while integrating AI into UX research workflows?
How can research teams balance the tradeoff between research pacing, speed, and quality?
What are best practices for onboarding and operationalizing UX research tools post-procurement to ensure adoption?