Podcast Episodes
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63: AI Means Product Needs UX More than Ever (ft. Christian Crumlish)
Product leader, author, and civic tech veteran Christian Crumlish joins Peter and Jesse to discuss his transition from UX to product management and his experimental AI product manager, Piper Morgan. The conversation explores how product…
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62: Design as Differentiator in a World of AI (ft. Andrew Hogan)
Figma’s Head of Insights Andrew Hogan joins Peter and Jesse to explore emerging trends in design practice as AI transforms creative workflows. The conversation examines how role boundaries are blurring across product teams, where AI…
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61: The Paradoxes of Product Discovery (ft. Teresa Torres)
Product Discovery coach, teacher, and author Teresa Torres joins Peter and Jesse to explore the messy reality of organizational change and cross-functional collaboration. She discusses why external coaching has limits, how individual contributors can drive…
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60: Making the World– Design Education and Social Change (ft. Lesley-Ann Noel, PhD)
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…
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59: Design Isn’t Dead, But It’s Seen Better Days (ft. John Gleason)
Peter and Jesse are joined by design and business consultant John Gleason. Coming up through P&G’s famous design initiative, we get his perspective on design beyond digital products, such as consumer packaged goods, we explore…
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58: AI is a Stress Test for Your UX: What Cracks Will It Show?
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…
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57: On Being a Chief Experience Officer (ft. Amy Lokey)
Joining Peter and Jesse to talk about what’s next for design is Amy Lokey, Chief Experience Officer for the enterprise software platform, ServiceNow. We’ll be talking about building a team that unifies product experience with…
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56: Design’s Role in the Evolution of Product Management (ft. Sara Beckman)
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…
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55: The Maker Mindset Connecting Product, Design, and Engineering (ft. Todd Wilkens)
Joining Peter and Jesse to talk about what’s next for design is Todd Wilkens, part of our leadership at Adaptive Path years ago, who has gone from design leadership to product leadership to fully integrated…
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54: At the Intersection of Design and Business, Be The Anomaly (ft. Roger Martin)
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…
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53: Leading Design Through Continual Evolution (ft. Peter Skillman)
Head of Philips Design, Peter Skillman, joins Peter and Jesse to share lessons from Philips’ century of design innovation, from light bulbs to the compact disc to healthcare technology. We’ll also talk about the cultural…
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52: Design at a Crossroads (ft. Audrey Crane)
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…
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51: Design-led Innovation in Emerging Markets (ft. Gaurav Mathur)
On this show, Peter and Jesse are joined by Gaurav Mathur, VP of Design for Indian e-commerce giant Flipkart. He’ll share with us his perspective on the big issues facing design leaders in India today,…
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50: Balancing Design and Business as a Utopian Pragmatist (ft. Leslie Witt)
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…
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49: Unraveling Complexity in Product Development (ft. John Cutler)
Joining Peter and Jesse to talk about what’s next for digital product design is John Cutler, veteran product manager and product management consultant. Along the way, we’ll discuss what product leaders know that design leaders…
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48: Leading Design from IDEO to In-house (ft. Anne Pascual)
Anne Pascual, VP and Head of Design for European fashion e-commerce giant Zalando, joins Peter and Jesse to talk about driving innovation in a mature product category, the differences between leading design for an agency…
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47: Seeking Balance (ft. Koji Pereira)
Koji Pereira, Chief Design Officer for Brazilian fintech Neon, joins Peter and Jesse to talk about his career journey from Brazil to Silicon Valley and back again, finding the balance between speed and quality, and…
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46: Leading with Clarity (ft. Vuokko Aro)
Vuokko Aro, VP of Design for the UK’s popular digital-only bank Monzo, joins Peter and Jesse to talk about shifting your design approach as your company scales, building a true peer relationship with product leadership,…
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45: The Phase Shift
Jesse and Peter grapple with the prevailing discourse around design leadership, the shift occurring from what design has been to what it is becoming, the ego death necessary for leaders to embrace their potential, and…
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44: The Mindful Executive (ft. Christina Goldschmidt)
Christina Goldschmidt joins Peter and Jesse to reflect on her first 60 days on the job as the newly appointed VP of product design for the music industry giant Warner Music Group. She offers thoughts…
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43: Leading Enterprise UX for LEGO Group (ft. Rebecca Nordstrom)
LEGO’s Rebecca Nordstrom leads the team designing the software they use to produce those billions of little bricks. She joins us today to talk about bringing UX to the factory floor, measuring success when user…
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42: Leading From Trust (ft. Cynthia Savard Saucier)
Peter and Jesse are joined by Cynthia Savard Saucier, co-author of the book Tragic Design and VP of UX for the Canadian e-commerce giant Shopify. We talk about what’s worth fighting for and what’s not,…
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41: Leading Experience Design for the Military (ft. Colt Whittall)
In this episode, “mission critical” takes on a whole new meaning when you’re the Chief Experience Officer for the United States Air Force. The first person to take on that role, Colt Whittall, joins us…
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40: The Cross-Trained Design Leader (ft. Rajat Shail)
Hardware design, software design, package design, experience design. Rajat Shail oversees all of it for home automation company Vivint. Rajat joins us to share what he’s learned about managing design as a holistic function, the…
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39: Reflections on the State of Design Leadership (Season 3 finale)
In this episode, Peter and Jesse reflect on the conversations they had with senior design leaders, the themes that emerged, the challenges facing design leaders today, and our hope for a brighter future.
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38: The Craft-led Design Executive (ft. Tim Allen)
In this episode, Peter and Jesse speak with Tim Allen, Global Head of Design and Research for Instacart, about his craft-forward approach to design leadership, how psychological safety enables innovation, partnering with strong operations leaders,…
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37: From Design Leadership to Product Leadership (ft. Che Douglas)
In this episode, Peter and Jesse speak with Che Douglas, who has shifted from VP of Design to VP of Product for Booking.com, the world’s leading travel website. Che talks about the cultural and functional…
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36: The Chief Design Officer as Corporate Executive (ft. Jehad Affoneh)
In this episode, Peter and Jesse speak with Jehad Affoneh, Chief Design Officer of Toast, on topics ranging from the what it means to be an executive, how accountability is shared across functions, the importance…
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35—The Actualized Design Executive (ft. Daniela Jorge)
In this episode, Peter and Jesse speak with Daniela Jorge, Chief Design Officer at PayPal, about vision, delivering on an end-to-end customer experience, growing and developing the next generation of leaders, taking advantage of design…
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34: Design leadership to support organizational transformation (ft. Rachel Kobetz)
In this episode, Jesse and Peter speak with Rachel Kobetz, Global Head of Design for Expedia Group, about how at the core of her role is organizational transformation, how intentionality is at the core of…
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33: Leading Design in a Product World (ft. Greg Petroff)
In this episode, Jesse and Peter are joined by Greg Petroff, Chief Design Officer at Cisco Secure, and former design executive at GE, ServiceNow, and Compass, who shares with us his experiences in elevating Design’s…
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32: The Intentional Design Executive (ft. Kaaren Hanson)
Kaaren Hanson, Chief Design Officer at Chase Bank, joins Peter and Jesse to discuss her approach to being a design executive, including what components need to be in place for success, how she coaches her…
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31: Sustaining yourself as a design executive (ft. Katrina Alcorn, GM IBM Design)
In this episode, Katrina Alcorn, General Manager for IBM Design, joins Peter and Jesse to uncover various aspects of being a design executive, including where to spend your time and energy, how to maintain culture…
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30— Mailbag: UX maturity, conflict fatigue, and getting past imposter syndrome
(This is our last episode for a couple months. Talk to you in August!) In this episode, Jesse and Peter field questions from listeners, which lead to a range of discussions, including leading in immature…
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29: Listening with Intent (ft. Indi Young)
In this episode, Jesse and Peter speak with their friend and former colleague Indi Young on the eve of the release of her forthcoming book, Time to Listen. The conversation ranges from our time together,…
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28: The Leadership Ceiling (ft. Tim Kieschnick)
In this episode, Jesse and Peter talk to Tim Kieschnick, who established the UX practice at healthcare giant Kaiser Permanente, and then went on to spearhead human-centered design in the organization, about his illuminating framework…
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27: Choose Yourself—Making up your career path as you go (ft. Abby Covert)
In which Peter and Jesse are joined by information architect and author Abby Covert, who shares her story of moving from independent consultant, to Etsy’s staff information architect, to product manager, and then independent writer…
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26: Chief Design Officers and Design Executive Effectiveness (ft. Gordon Ching)
In which Peter and Jesse chat with Gordon Ching about the emerging role of the Chief Design Officer, design executive effectiveness, the power of brand, the importance of taste, and other matters.
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25—The Reckoning
In which Peter and Jesse take stock of emerging themes from prior conversations, trying to make sense of the crucial challenges of design and design leadership. This will be the last episode for a while,…
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24: Delving into digital design—craft, teaching, lessons from architecture, standards and certification (ft. Jorge Arango)
In which Peter and Jesse chat with Jorge Arango about the state of digital design, his background in architecture, teaching the next generation of designers, the seduction of prototyping, the potential advantages and drawbacks of…
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23–Make UX truly human-centered by addressing trauma, power, and other necessary and uncomfortable realities (ft. Vivianne Castillo)
In which Peter and Jesse speak with UX researcher, educator, and humanity advocate Vivianne Castillo about what it takes to be truly human-centered, the necessity of addressing trauma, what UX can learn from human services…
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22: “Right problem, right solution, done right”—The Vanguard of User Research (ft. Jen Cardello)
In which Peter and Jesse talk to Jen Cardello, head of UX Research at Fidelity Investments, about her team’s uncommon organization structure (within an independent insights team, peered with Market Research, Analytics, and Behavioral Economics),…
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21—Creativity, banishing inner critics, impostor syndrome, and systemic racism (ft Denise Jacobs)
In which Peter and Jesse talk to creativity consultant and author (and former front-end developer!) Denise Jacobs about just what is creativity, how to maintain being creative as a leader, banishing your inner critic, taking…
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20—The business model is the new grid, and other mindbombs (ft. Erika Hall)
In which Peter and Jesse talk to strategic design and research consultant Erika Hall of Mule Design, learn about how “the business model is the new grid,” why most design is simply just styling, and…
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19 – Growth mindsets, vulnerability, sociopathy, totalitarianism… that escalated quickly (ft. Billie Mandel)
In which Peter and Jesse speak with Billie Mandel, design leader, team coach, and UX educator, and we somehow get from team dynamics to leadership qualities of vulnerability to sociopathy to totalitarianism in surprisingly short…
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18: How Agile and Scrum ruined product management, and other things (ft. Melissa Perri)
Product management consultant and educator Melissa Perri joins Peter and Jesse to talk about the view of design from the product management side of the table, the true value that product managers bring to the…
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17 – Design leadership lessons from bicycling (ft. Sally Carson)
In which Peter and Jesse talk to Sally Carson, Head of Product Design at Duo Security (now part of Cisco), about her journey, from bike messenger to multimedia designer to design lead. Along the way,…
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16 – How can a designer grow in their career without becoming a manager? (and more)
Jesse and Peter return from their hiatus and dig into a few emerging trends we’ve seen in product design teams, including (00:25) the rise of the senior individual contributor, (13:44) the increasingly tangled relationship between…
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15: Mailbag—Funding models; from output to impact; personal safety and security
In which Jesse and Peter answer questions on funding models, shifting from output to impact, demonstrating value, and the challenges of being a design leader right now. Questions addressed: (01:00) “How does a good business…
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14: “If your team’s work isn’t good, you didn’t set clear expectations,” and other Design Leadership Truisms
In which Peter shares some of his Design Leadership Truisms (inspired by the work of Jenny Holzer), and Jesse reacts. Truisms discussed: (03:29) “People are not their job titles.” (04:50) “If your team’s work isn’t…
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13: Facing Systemic Racism in Design
In which Jesse and Peter discuss their relationship to systemic racism, as individuals, as leaders, and as members of the design and UX communities.
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12: Ands Not Ors (ft. Maria Giudice)
In which we are joined by Maria Giudice, founder of Hot Studio, former design executive at Facebook and Autodesk, for a whirlwind discussion of her career, design leadership, and coaching. Topics: Frank Frazetta; Working Girl;…
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11: The Leadership Plateau and the Marketing Vortex
In which we address the how to grow as a design leader when the opportunities thin out, and then take a hard turn and address the culture of marketing and the problems it poses for…
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10: We Have Trust Issues
In which we grapple with the multifarious concept of trust, in light of how important it is for leaders to establish, build, and maintain it in their relationships. Topics: Leadership coaching, psychological safety, resilience, conditions…
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9: Consultancy Rat Blues, Part 2
In which we continue to grapple with in-house vs design consultancy distinctions, and see promise in the creation of senior strategic design roles within some companies. Topics: working in teams; working like a consultancy; Metropolis;…
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8: Consultancy Rat Blues, Part 1
In which an email from a design leader self-labelled “Consultancy Rat” spurs a wide-ranging discussion on strategic design leadership, product management, and the differences between in-house and consultancy design. Topics: consulting vs in-house design; FAANG+;…
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7: Leading From Home
In which we discuss the challenges of relationship management when leading from home, and then start a potentially promising discussion on the subject of trust.
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6: Defining Your Charter, Part 2: The How
In which we break down the components of a team charter, and the ways it helps design leaders, particularly with people matters of recruiting, hiring, and retention.
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5: Defining Your Charter, Part 1: The Why
In which we look at the purpose behind defining purpose, and discover some unexpectedly useful new frames along the way.
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4: Management Leadership Jazz
In which reflections on the coronavirus pandemic spark a freeform conversation ranging from Trump to Jobs on management, leadership, power, uncertainty, and more.
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3: Range and Craft
In which a discussion of David Epstein’s book Range leads to a consideration of craft, practice, and the medium of leadership.
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2: Elements Turns 20
In which we learn more of Peter’s recent adventures in design leadership, and we reflect on 20 years of Jesse’s Elements of User Experience.
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1: The Story So Far
In which we learn a little of Peter and Jesse, their past history together, and their more recent history apart.
