Summary
The speaker, acting as the theme leader, opens the session reflecting on the contrast between typical conference settings and the current remote format. He humorously admits to a cluttered background, contrasting with the pristine setups of previous speakers, inviting empathy and tips from the audience. The main focus of the talk is the theme of the conference day: understanding enterprises from an outsider’s perspective. Using a vivid analogy to serial killers who hide horrors within familiar neighborhoods, he illustrates how enterprises appear normal externally but harbor hidden complexities. The day features several speakers who have extensive experience as outsiders or consultants working within enterprises. Shamus Bern from Ireland will discuss quickly grasping client situations while maintaining distinctiveness. Darian Davis will address common challenges faced by outsiders. Saul Metz offers advice on hiring outsiders. Melinda Belcher, who has transitioned between outsider consultant and insider manager roles, shares how to leverage both perspectives. Michelle Wong talks about designing tools for contractors at PwC from her outside-in experience. The session will conclude with Sharzad, who brings hard-earned wisdom from both sides of the insider-outsider divide. The talk highlights how the insider-outsider distinction is often fluid, with many professionals, including the speaker, regularly moving between roles. Overall, the session promises rich, diverse insights into navigating and thriving in enterprise environments from multiple viewpoints.
Key Insights
-
•
Remote conferences create a very different experience compared to in-person events, affecting energy and interaction.
-
•
Background environments in virtual talks influence speaker perception and self-consciousness.
-
•
The insider-outsider dichotomy in enterprises is often artificial and fluid, with many professionals shifting between roles.
-
•
Outsiders need to quickly understand (grok) the enterprise context without losing their unique value.
-
•
Outsiders commonly face specific challenges that require tailored strategies to overcome.
-
•
Hiring outsiders deliberately can bring fresh perspectives and innovation into enterprises.
-
•
Experiences as both outsiders and insiders can be leveraged to maximize impact within enterprises.
-
•
Designing tools and processes for contractors benefits from understanding outsider perspectives.
-
•
Storytelling analogies—like serial killers hiding in plain sight—help explain hidden complexities of enterprises.
-
•
Robust conference themes can unify diverse talks into a coherent, valuable learning experience.
Notable Quotes
"Normally the theme leader would be talking about sleep deprivation because we’re overstimulated from all the talks and conversations."
"Every speaker before me had these pristine backgrounds; I’m a slob and feeling self-conscious about it."
"The insider-outsider thing is kind of an artificial separation because many of us go back and forth between those roles."
"The theme reminds me of serial killers who live in neighborhoods for decades without anyone knowing what’s hidden inside."
"Shamus Bern will talk about how to drop into a client site and grok what’s going on quickly without sacrificing why they hired you."
"We’ve loaded ourselves up with lots of outsiders with outsider perspectives to understand the enterprise better."
"Melinda Belcher has succeeded both as an outsider consultant and as an inside enterprise manager, and will share how to leverage those differences."
"Michelle Wong took her outside consultant experience inside PwC to design tools for incoming contractors."
"Sharzad will share wisdom she earned and learned the really hard way from working both inside and outside."
"If you’re hearing me now and you’re sleep deprived and maybe a little hungover, that’s just sad—we want you to be happy."
Or choose a question:
More Videos
"We are the shopkeepers of today; it just looks a little bit different."
Erin WeigelReal-world lessons to improve your conversion rates
June 26, 2024
"We reduced the time to approve consent forms from two weeks to minutes through modular content and legal collaboration."
Phil HeskethDesigning Accessible Research Workflows
September 29, 2021
"AI is not just speeding up what I used to do, it's changing what I used to do."
Shipra Kayan Robert Kortenoeven Eileen TangEmerging principles for using AI in Design: What the product design team at Miro has learned from deeply integrating AI in their workflow
June 11, 2025
"Every assistive technology is not one size fits all, there are thousands of options to configure."
Sam ProulxDesigning For Screen Readers: Understanding the Mental Models and Techniques of Real Users
September 30, 2021
"You want to separate out those distractions from the actual tasks."
Marc Majers Tony TurnerInterrupted UX - Add A Dose of Reality To Usability Testing
March 11, 2022
"Accessibility is a key component of user experience that has been neglected and requires specialists to close the gap."
Alexis LucioScaling Accessibility Through Design Systems
June 9, 2022
"Nothing about us without us is the mantra we embrace when doing inclusive design operations."
Saara Kamppari-MillerDesignOps for Inclusive Design and Accessibility
May 26, 2022
"The introvert’s edge is that they research, plan, and have a strategy for meaningful conversations."
Dave Hoffer Joanne WeaverUX Job Search AMA #2 with Joanne Weaver and Dave Hoffer
May 21, 2025
"Who’s responsible for research, who’s doing it, and who needs to do more are really important questions."
Dr. Jamika D. BurgeTheme 3 Intro
March 11, 2022
