Summary
As Design Operations leaders, we are constantly playing a game of breadth verses depth. It can be easy to get caught diving deep into fire drills or one-off problems, and never having time to scale your efficient operations to the greater team. In this talk, Cassandra will guide you through the process of defining and deploying an operational strategy. With this strategy, you will scale the impact of design operations without increasing the size of your program management team. She'll provide tips on how to get buy in from your key stakeholders to ensure their investment and guarantee their adoption of your strategy as their own. With this practical toolset, you can define your operational vision, empower yourself and your partners to deploy it, and finally get yourself the bandwidth you’ve needed to be more strategic.
Key Insights
-
•
Design operation strategy acts as both foundation and protective structure for teams to withstand organizational challenges.
-
•
Multiple design teams often work in silos with inconsistent planning, causing inefficiency and communication gaps.
-
•
Documenting existing processes and roles is more effective than creating new systems from scratch.
-
•
Sharing early and 'ugly' drafts encourages stakeholder feedback and faster alignment.
-
•
Starting with clear roles and responsibilities by analyzing recurring meetings can quickly build common understanding.
-
•
Collaborative problem framing helps focus strategic efforts on the most impactful issues.
-
•
A single source of truth roadmap can unify multiple teams and visualize dependencies to improve planning.
-
•
Introducing quarterly milestone planning bridges the gap between long-term roadmaps and sprint cycles.
-
•
Scaling design operations requires shifting from tactical execution to strategic facilitation across teams.
-
•
The process of continuous improvement in operations mirrors iterative product development cycles.
Notable Quotes
"It needs to be a strong structure, not necessarily super pretty, but the foundation your team sits upon and the roof above its head."
"When you set out to build your own design operation strategy, pieces of the puzzle already exist—you don’t have to reinvent the wheel."
"Share early, share ugly—that’s our mantra for this entire process."
"Everyone has thoughts on what their job is, so starting with roles and responsibilities gets quick buy-in."
"If your teams work in silos and have different roadmaps, maybe the solution is a single source of truth to see dependencies and priorities."
"Quarterly milestone planning can help take the big annual rocks and break them down into manageable chunks throughout the year."
"You want to get really deep in the weeds with one team first, then move into a facilitation role to scale across teams."
"Being tactical means updating Kanban tickets for one team; being strategic means updating annual Gantt charts across the portfolio."
"The most important step we often forget is moving on to the next problem."
"Operations have to be constantly improving, just like when we ship features."
Or choose a question:
More Videos
"We could not have this conference without you all — the curation team relies heavily on audience participation."
Bria AlexanderOpening Remarks
September 9, 2022
"About 70 sites have been removed from the Low Carbon Showcase after regressing in sustainability."
Nick LewisDesigning and building low-carbon websites independently
November 18, 2025
"MBA programs teach a lot of networking and collaboration but not always the realities of day-to-day decisions."
Ryan RumseyBusiness Influence Without Losing Your Soul
January 14, 2021
"Bringing data science into the core product process is like adding a fourth leg to the stool — design, development, product management, and data together create delight."
Chris ChapoData Science and Design: A Tale of Two Tribes
May 13, 2015
"Objectives are qualitative, inspirational statements about the future we want to create for our customers without mentioning any solutions."
Jeff GothelfWho does what by how much?
November 20, 2025
"Priorities don't necessarily need to be in a list but even unspoken priorities drive the work that's getting done."
Harry MaxPriority Zero: Some Things are More Equal than Others
June 9, 2016
"Listening is different than conversation, even though it looks and feels similar."
Jesse ZolnaInviting the Whole Org to Come See For Yourself
March 30, 2020
"Everyone wants to have an impact on the decisions being made no matter what the role is called."
Jess GrecoClaiming your power: Practical tools for amplifying your unique voice
March 13, 2025
"The head is where we are logical and rational and ask why do we need to include inclusion in Design Ops."
Saara Kamppari-MillerTheme Three Intro
September 9, 2022
