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Your Best Meeting Ever with Rebecca Hinds, PhD

Your Best Meeting Ever with Rebecca Hinds, PhD

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 In this episode, I'm joined by Rebecca Hinds — organizational behavior expert and founder of the Work AI Institute at Glean — for a practical conversation about why meetings deteriorate over time and how to redesign them. Rebecca argues that bad meetings aren't a people problem — they're a systems problem. Without intentional design, meetings default to ego, status signaling, conflict avoidance, and performative participation. Over time, low-value meetings become normalized instead of fixed. Drawing on her research at Stanford University and her leadership of the Work Innovation Lab at Asana, she shares frameworks from her new book, Your Best Meeting Ever, including: The four legitimate purposes of a meeting: decide, discuss, debate, or develop The CEO test for when synchronous time is truly required How to codify shared meeting standards Why leaders must explicitly give permission to leave low-value meetings We also explore leadership, motivation, and the myth that kindness and high standards are opposites. Rebecca explains why effective leaders diagnose what drives each individual — encouragement for some, direct challenge for others — and design environments that support both performance and belonging. Finally, we talk about AI and the future of work. Tools amplify existing culture: strong systems improve, broken systems break faster. Organizations that redesign how work happens — not just what tools they use — will have the advantage. If you want to run better meetings, lead with more clarity, and rethink how collaboration actually happens, this episode is for you. You can find Your Best Meeting Ever at major bookstores and learn more at rebeccahinds.com. 00:00 Start 00:27 Why Meetings Get Worse Over Time Robin references Good Omens and the character Crowley, who designs the M25 freeway to intentionally create frustration and misery. They use this metaphor to illustrate how systems can be designed in ways that amplify dysfunction, whether intentionally or accidentally. The idea is that once dysfunctional systems become normalized, people stop questioning them. They also discuss Cory Doctorow's concept of enshittification, where platforms and systems gradually decline as organizational priorities override user experience. Rebecca connects this pattern directly to meetings, arguing that without intentional design, meetings default to chaos and energy drain. Over time, poorly designed meetings become accepted as inevitable rather than treated as solvable design problems. Rebecca references the Simple Sabotage Field Manual created by the Office of Strategic Services during World War II. The manual advised citizens in occupied territories on how to subtly undermine organizations from within. Many of the suggested tactics involved meetings, including encouraging long speeches, focusing on irrelevant details, and sending decisions to unnecessary committees. The irony is that these sabotage techniques closely resemble common behaviors in modern corporate meetings. Rebecca argues that if meetings were designed from scratch today, without legacy habits and inherited norms, they would likely look radically different. She explains that meetings persist in their dysfunctional form because they amplify deeply human tendencies like ego, status signaling, and conflict avoidance. Rebecca traces her interest in teamwork back to her experience as a competitive swimmer in Toronto. Although swimming appears to be an individual sport, she explains that success is heavily dependent on team structure and shared preparation. Being recruited to swim at Stanford exposed her to an elite, team-first environment that reshaped how she thought about performance. She became fascinated by how a group can become greater than the sum of its parts when the right cultural conditions are present. This experience sparked her long-term curiosity about why organizations struggle to replicate the kind of cohesion often seen in sports. At Stanford, Coach Lee Mauer emphasized that emotional wellbeing and performance were deeply connected. The team included world record holders and Olympians, and the performance standards were extremely high. Despite the intensity, the culture prioritized connection and belonging. Rituals like informal story time around the hot tub helped teammates build relationships beyond performance metrics. Rebecca internalized the lesson that elite performance and strong culture are not opposing forces. She saw firsthand that intensity and warmth can coexist, and that psychological safety can actually reinforce high standards rather than weaken them. Later in her career at Asana, Rebecca encountered the company value of rejecting false trade-offs. This reinforced a lesson she had first learned in swimming, which is that many perceived either-or tensions are not actually unavoidable. She argues that organizations often assume they must choose between performance ...
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