Finding Our Way

Dave Gray, author of Liminal Thinking and founder of School of the Possible, joins Peter and Jesse to examine what's actually getting in leaders' way right now: not the disruption itself, but the expertise that blinds them to it. The conversation moves from beginner's mind to the compression of corporate work, landing on a provocative question — what does your value look like when you define it yourself?

Journalist, technologist, and Aboard co-founder Paul Ford joins Peter and Jesse with the perspective of someone running a services firm in the middle of being remade by AI. The conversation covers the collapsing cost of software, blurring roles, what machines do well and badly, what design's value proposition becomes, and Paul's practical advice for staying upright through indefinite change.

Dr. Lesley-Ann Noel, Dean of Design at OCAD, joins Jesse and Peter to discuss her global journey from Trinidad to Toronto, leading design education through relationships over craft, preparing students for social change, and her vision for decolonizing design while navigating the tension between academic values and industry demands.

Jesse and Peter explore how AI is revealing the true value proposition of design teams. They discuss why "whoever controls the prompt controls the product" and why design leaders must understand their organization's expectations before embracing AI. The more things change, the more they stay the same—AI may be new, but the fundamentals of design leadership remain critical.

Joining Peter and Jesse to talk about what's next for design is Dr. Sara Beckman, Professor at Berkeley's Haas School of Business and longtime observer and commentator of the dynamic between design and business. We'll be talking more about the legacy and impact, for better or worse, of design thinking, how design leaders should talk about metrics and how they shouldn't, and what she's learning from educating the next generation of product managers.

Joining Peter and Jesse is business strategist Roger L. Martin, former Dean of the University of Toronto's Rotman School of Management, who advanced the conversation about design and business with his influential work in the late 2000s. We'll talk about the parts of that vision that worked out as well as the parts that didn't, the new forces shaping design's business impact, and what design leaders should be advocating for next from Aristotle to Hermes.

Joining Peter and Jesse to talk about what's next for design is veteran Silicon Valley design and product strategy consultant Audrey Crane, who will share her perspective on the changing mandates for design among her clients, the power that consultants wield that in house teams don't, and why sometimes the most effective design leaders are those who talk the least about design.

Joining us to talk about what's next for digital product design is Leslie Witt, chief product and design officer for mental health care platform Headspace. Along the way, she'll share with us her journey from designer to design leader to P&L business leader, she'll also talk about building the credibility for a broader mandate for design as well as for yourself as a leader, and what to do when your intellectual tendencies get the better of you.