Summary
Long distance relationships are hard – and managing Design Operations for a global team is no exception. Even with the best collaboration tools (and occasional late night phone calls), teams can struggle with isolation and lack of motivation. But there is a way to avoid bad break ups and international team malaise, and Jilanna Wilson knows how. She keeps the love light burning for a team that is spread across 5 continents and 8 time zones. In this session you will hear practical suggestions for topics that are challenging many DesignOps leaders, such as how to manage your team’s critical meetings, maintain consistent onboarding and documentation practices, select effective collaboration tools, and achieve a healthy team culture in a distributed environment.
Key Insights
-
•
Remote work at Zendesk spans 10 global offices, requiring specialized design ops roles to support distributed teams.
-
•
Communication challenges in remote settings arise largely from the loss of nonverbal cues, making emoji and video critical.
-
•
Loneliness and missed growth opportunities are top complaints among remote employees, which require intentional culture-building efforts.
-
•
Using cameras on in all meetings—including those with in-person attendees—improves remote engagement and feedback.
-
•
Rotating meeting times across time zones prevents burnout and respects distributed team members equally.
-
•
Creating dedicated community roles and virtual activities such as book clubs and kudos channels strengthen team connection.
-
•
Alignment on design quality across cultures and locations depends heavily on collaborative tools and occasional in-person off-sites.
-
•
Continuous onboarding beyond the initial weeks helps remote employees stay aligned with evolving expectations and cultural norms.
-
•
Buddy systems and mentor programs accelerate remote employee integration and reduce isolation.
-
•
Effective remote team management demands ongoing evaluation and iteration, driven by empathy and a focus on relationships.
Notable Quotes
"Support software used to be really shitty and expensive, and Zendesk set out to fix that by making it beautifully simple."
"We couldn’t find just one word to describe our third value so we made one up: humbladent—humble and confident together."
"When you remove nonverbal cues from communication, messages get easily misinterpreted."
"Emojis and GIFs have become effective tools for remote teams to add expression and prevent miscommunication."
"Having cameras on during meetings, even for those in the same room, really helps remote employees feel included."
"We share the inconvenience of meeting times across time zones, alternating so no one team always bears it."
"Human connection is a basic need that doesn’t get paused just because someone works remotely."
"Sending small care packages to remote team members goes a long way in showing we care and building connection."
"Nothing builds collaborative relationships better than being physically present, so we make annual off-sites a priority."
"Continuous onboarding is like drinking water in sips throughout the day, not a gallon all at once."
Or choose a question:
More Videos
"15% of the population I thought to be neurodiverse — that’s one in seven people."
Pippa LomasPaving the Path for Neurodiversity in Design
October 4, 2023
"The techno-optimist hacker lens believes growth is the only metric that matters, enabling disruption but causing blind spots."
Robin BeersNavigating organizational systems: Rethinking researcher’s role in driving change
March 13, 2025
"The best experiences I’ve had are where information architecture and user experience worked hand in hand."
Ren PopeBuilding Experiences for Knowledge Systems
June 6, 2023
"Designers are uniquely entitled to critique—it’s a privilege to rigorously improve craft while others might envy that process."
Joseph MeersmanSweating the Pixel: Scaling Quality through Critique
June 10, 2021
"Transitions will make or break your cross-device multimodal experiences."
Cheryl PlatzDemystifying Multimodal Design: The Design Practice You Didn't Know You're Doing
April 4, 2024
"Layoffs are a collective trauma – it’s okay to acknowledge the emotions and grief you feel."
Corey Nelson Amy SanteeLayoffs
November 15, 2022
"When you feel your work connects to a greater purpose, you’re more invested and perform better."
Allison SandersOperating with Purpose
January 8, 2024
"We realized we were solving problems of a design practice when our organization had actually scaled to an organizational level."
Rachel Posman John CalhounA Closer Look at Team Ops and Product Ops (Two Sides of the DesignOps Coin)
November 19, 2020
"Your agency is the thing that can’t be taken away from you. It’s your means to navigate this moment and keep your sanity."
James LangHopeful Futures for UX Research
January 30, 2026