Advertise on podcast: Design Meets Business

Steve "Buzz" Pearce is a design leader with 25 years of experience spanning companies like Skype, Microsoft, SkyScanner, TravelPerk, and Monday.com. Since his early days, Steve has chosen to focus on doing great work, learning from amazing people, and being challenged, rather than always seeking promotions. On the last episode of this season we chat about the progression from tools to craft to invention, the accountability ladder framework that changed how he leads, why you need to play the victim less and take ownership more, and his leadership style of leading like a shepherd—guiding people to greener pastures whilst protecting and nurturing the team. Timestamps: 02:16 – Steve's career arc07:08 – Proving competence before getting promoted11:16 – The framework: tools, craft, invention, and influence20:44 – Balancing micromanagement with giving space32:16 – Building people up, not crushing them34:50 – Giving permission to be honest and role modelling feedback39:50 – The mental flip: business, team, then yourself40:26 – What to let go of when moving into leadership54:44 – The accountability ladder59:06 – Leading like a shepherd01:00:32 – End of show questionsConnect with SteveLinkedInSelected links from the episodeLeading with Questions, by Michael MarquardtThe Accountability LadderHatch Conference Lisbon 2026

Cap Watkins was most recently VP of Product Design at Lattice, and previously he's held design leadership roles at Amazon, Etsy, BuzzFeed, and Primary.com. Cap started his management career as an experiment after experiencing bad management himself, deciding to do the opposite of everything he'd hated from previous managers. On today's show we chat about the basics of great management, why design lost its craft over the past decade, how senior ICs influence without authority, and how to make any project exciting enough to build your reputation. Timestamps: 02:16 – Cap's intro06:46 – Management basics: transparency, showing up, and treating people like adults09:24 – Should you try management or stay on the IC track?12:08 – How to avoid being a bad manager when you're starting out19:24 – Building divisive opinions and culture through transparency20:26 – How senior ICs influence without formal authority25:40 – How design lost its craft and became too strategic28:28 – The hiring crisis: from 1 in 10 to 1 in 100 pass rates36:40 – Making boring projects exciting44:14 – End of show questionsConnect with CapLinkedInSelected links from the episodeManaging Humans, by RandsTurn The Ship Around, by Lt. David MarquetThe Making of a Manager, by Julie Zhou

Matt Davey is Chief Experience Officer at 1Password, where he's been for over 13 years, starting as a part-time contractor and growing alongside the company through multiple chapters of change. On today's show we chat about staying at one company for such a long time and what that means, the importance of self-awareness in recognising when your role has changed, why a healthy tension in a product team is important, how to make 'Good Trouble,' and how AI is reshaping Design. Timestamps: 02:14 – Matt's journey at 1Password and growing with the company04:42 – Recognising chapter changes at work08:30 – The loneliness of design leadership and talking to peers11:22 – Doing what you want to be doing and giving away responsibilities17:48 – Storytelling and getting buy-in from execs29:36 – Building products without much data38:06 – Good trouble and healthy tension54:06 – How AI is changing Design01:07:32 – End of show questionsConnect with MattWebsiteSelected links from the episodeMaking Good TroubleWhat you can expect to work on as a 1Password intern1Password Careers

Jennifer Darmour is VP of Design at Oracle Health, where she's reimagining the healthcare experience. Jennifer has developed a distinct point of view on design through three pillars: beauty, meaning, and wellness. On today's show we chat about building culture that sustains craft, why good debates lead to better design, how AI is reshaping creativity, and what designers should double down on. Timestamps: 00:00 – Intro02:40 – Jennifer's journey from journalism to design08:26 – The three pillars: beauty, meaning, and wellness14:22 – Building culture that sustains craft28:16 – Why good debates and healthy conflict matter in design42:34 – Leading design in complex healthcare systems56:18 – AI's role in creativity and what it will never be good at01:04:12 – Presenting work and getting meaningful feedback01:06:44 – End of show questionsConnect with JenniferLinkedInWebsite Selected links from the episodeHow to argue using the RISA framework

Rachel Been is Expedia's SVP of Design. Previously, she was one of the designers who laid the foundations for Google's Material Design, and has worked across products at Airbnb, Google Home, and Nest. Starting her career as a photojournalist, Rachel brings a unique perspective to product design, grounded in curiosity and craft. On today's show we chat about designing for infinite expressiveness, the tension between craft and efficiency, the power of curiosity over specialisation, and what AI should and shouldn't be able to do. Timestamps: 00:00 – Intro02:22 – Rachel's journey from photojournalism to design05:42 – The power of curiosity and being a generalist09:16 – Designing for infinity and infinite expressiveness18:34 – The tension between craft and efficiency in design28:22 – Material Design's impact and evolution35:48 – AI-powered search and building AI products at Expedia42:16 – The future of search and conversational interfaces48:24 – End of show questionsConnect with RachelLinkedIn Selected links from the episodeExpedia in ChatGPTCarly Ayres' essay on the great design reset.

Jehad Affoneh is Chief Design Officer at Toast, where he leads design across product, platform, and culture. Previously, he held design leadership roles at VMware and other complex B2B companies. Starting his career as an engineer, Jehad brings a unique perspective to design, viewing it fundamentally as problem solving. On today's show we chat about the transition from engineering to design, the value of being multilingual across disciplines, organisational design, and how AI is transforming the way teams build products. Timestamps: 00:00 – Intro02:08 – Jehad's journey from engineering to design leadership05:32 – Being multilingual across disciplines and bridging gaps09:48 – Organisational design and how teams should be structured20:16 – The role of design systems and platforms at scale31:44 – Leading design in complex B2B environments42:22 – How AI is changing product building and design tools52:18 – The future of AI agents and conversational interfaces58:02 – End of show questionsConnect with JehadLinkedIn

Vuokko Aro is Chief Design Officer at Monzo, where she has led the design function for nearly a decade through hypergrowth from startup to one of the UK's most loved fintech brands. She oversees a team of over 100 people across product design, brand design, and user research. On today's show we chat about scaling design teams, building trust through transparency, the value of constraints, and how to focus on strengths rather than weaknesses as you grow in your career. Timestamps: 00:00 – Intro02:26 – Vuokko's journey into design and joining Monzo06:16 – Building in the open and transparency as a core value11:42 – Scaling design whilst maintaining craft and quality23:12 – Building design culture and protecting craft at scale37:44 – Managing stakeholders and navigating disagreement48:36 – Transitioning from IC to leadership and learning to let go55:48 – Career development and focusing on strengths01:03:22 – End of show questionsConnect with VuokkoLinkedIn Selected links from the episodeThe Monzo Book of Money

Andrea Mangini is a design and creative leader whose career spans some of the most design-driven companies in the world — from Adobe and Autodesk to Netflix and Shopify. She’s led teams that built the tools and experiences shaping how people create, design, and build. Andrea’s work focuses on design craft, leadership, and helping teams find courage in the uncomfortable parts of growth. She believes great design comes from curiosity, collaboration, and a willingness to keep learning, even when the path isn’t clear. Timestamps: 00:00 – Intro and Andrea’s career arc06:45 – Taking risks and embracing discomfort13:20 – Reframing imposter syndrome18:40 – Balancing stability and growth24:50 – The importance of collaboration, improvisation, and jamming with others31:10 – Designing at the speed of conversation38:20 – Learning to let go: not every problem needs to be solved46:40 – Balancing collaboration with impact48:10 – Leading craft at scale54:00 – Reflections on growth, curiosity, and keeping design human72:38 – End of show questionsConnect with AndreaLinkedIn Selected links from the episodeMidjourney11LabsKREA

Josh is a super designer who believes the best ideas come from collaboration and play. Over his career, he’s worked across agencies and tech companies such as Google, ZOE, and Booking.com, helping teams find energy and originality in their process rather than following rigid methods. His approach to design blends experimentation, curiosity, and a love for building things together. Today, he sets the foundations for AI in Healthcare at Microsoft. Timestamps: 00:00 – Intro and about Josh05:10 – How early experiences shaped his approach to creativity and experimentation10:25 – Breaking away from process16:30 – Jamming and working together23:00 – Iteration, failure, and confidence through experimentation29:40 – Designing for emotion and joy36:00 – Building psychological safety and low-ego collaboration42:20 – How design culture shapes product outcomes48:00 – Creativity outside of work and where inspiration comes from50:00 – AI as a design partner and what human context still mattersConnect with JoshLinkedInInstagram

Avi Ashkenazi is a design leader who’s spent his career moving between hardware, software, and strategy—always focused on how teams turn ideas into real products. He’s led design at global companies and helped build teams that work across both physical and digital experiences. Today, Avi leads design at Deel, where he’s shaping how millions of people get hired, paid, and supported around the world. His work is about creating simple, human experiences in complex systems and helping designers stay curious while scaling their impact. Timestamps: 00:00 – Intro05:10 – Lessons from working across hardware, software, and physical spaces09:20 – How curiosity and iteration shaped his approach to design leadership13:40 – Building design teams that collaborate across disciplines17:55 – The role of storytelling and empathy in influencing business outcomes22:30 – Designing for trust and simplicity27:45 – How Deel approaches product design33:10 – Balancing craft with speed38:20 – What good design leadership looks like in distributed teams43:00 – Reflections on curiosity, growth, and keeping design human55:34 – End of show questionsConnect with AviLinkedIn Selected links from the episodeShape Up, by Ryan SingerMultipliers, by Liz Wiseman Tools Avi mentionedNotebookLMGenway AIBagel AIWhisk AIWeavy AIMobbin

J.B. Chaykowsky is a design and product leader with over two decades of experience spanning architecture, technology, and fintech. He spent more than 10 years at Intuit, where he led global design teams across the UK and France, shaping products for accountants and small businesses. Today, as Director of Creative & Design at Redpin, he’s focused on building a global real-estate payment platform that connects people across borders. Beyond his leadership roles, J.B. writes about creativity, design leadership, and the intersection of AI and craft—helping designers think more deeply, work with greater intent, and build products that reflect the people they serve. Timestamps: 00:00 – Intro06:45 – Early lessons: creativity, writing, and how wayfinding shaped his design thinking10:00 – The rise of AI in design: adoption phase, experimentation, and the gap between good and great17:15 – What AI means for designers’ roles and careers22:00 – How AI could empower design founders27:00 – Deep thinking & using AI as a creative partner40:20 – The future of design systems47:30 – Craft, taste, and creating products with soul in an AI-driven world55:00 – Building “real teams”66:17 – End of show questionsConnect with J.B.LinkedIn, Website Selected links from the episodeAI-Generated “Workslop” Is Destroying ProductivityReal Teams, J.B.'s post

Ryan is the founder of Accelerate Design Company. He's a Product and Design leader who brought food photography, live-order tracking, and remote driver training to DoorDash, launched step-function improvements to Airbnb’s checkout, messaging, search, and host calendar products, and launched products at TechCrunch Disrupt, Dreamforce, and WWDC. Ryan has led teams of all sizes, from two to 200, and is now advising companies on product management, design, and go-to-market strategy, as well as helping mid-career designers develop business skills to do more influential work and have more meaningful careers. Timestamps: 00:00 – Intro02:39 – Ryan's career and his thoughts on design education08:03 – Describing the ROI of Design – his course for designers14:57 – Gaining credibility by connecting design to business metrics24:17 – Tailoring tactics for your specific environment28:28 – Pursuing stakeholders through building good relationships with them30:45 – How does Design work at the different companies he worked 39:00 – The befits of scrapping incremental testing43:34 – Assessing the quality of a team before joining47:15 – On Accelerate Design company, his new business53:06 – End of show questions.Connect with RyanLinkedIn, Accelerate Design Selected links from the episodeDescribing the ROI of Design, Ryan's course

Doug has been in the Design world for 30 years and is well known for his role as VP of Design at IBM, where he oversaw IBM's design practice, design career and leadership programs, and the scaling of cross-functional design thinking practices. Doug is a role model for many design leaders and someone I've been looking up to for many years. Having him on the show is such an honour. Timestamps: 00:00 – Intro02:32 – The three chapters in Doug's career09:35 – Building good relationships at work13:18 – The environment needed for designers to do great work20:44 – The role coaching played for him and how he's coached others27:13 – How do you know when a report is ready for a promotion36:04 – An overview of the work done at IBM by Design 42:16 – The role of ethics in Design48:13 – Design in the age of AI51:04 – End of show questions.Connect with DougLinkedIn Selected links from the episodeThis is a Prototype Podcast (Apple, Spotify, Google) The Making of a Manager, by Julie Zhou The Total Economic Impact Of IBM’s Design Thinking Practice, by Forrester

Dan is a seasoned designer with over 20 years of experience in leading teams at companies such as Farfetch, Just Eat, Wonderbly, and Fresha. Until very recently Dan ran a small design studio – Rubber Studio. In today's chat we get a behind the scenes view into the life of a studio owner, what's important when trying to find work, and how your life as a designer can change if you decide to start a studio yourself. Timestamps: 00:00 – Intro02:38 – Dan's journey into Design05:43 – His thoughts on Design education08:28 – His journey as a studio owner19:44 – What you need to know before starting a studio32:32 – What's important when pitching for work43:39 – On his talk about innovation at Hatch Conference46:36 – End of show questionsConnect with DanLinkedIn Selected links from the episodeChris DoJust enough research, by Erika HallSupermensch: The Legend of Shep Gordon (Documentary Trailer)Dan Tase: Why Innovation Fails? (And what can we do about it) – Talk at Hatch Conference

Dan is a seasoned design executive who's led teams at Microsoft, Google, UnitedHealth Group, Walmart, and Lloyd's, among others. From working on the Surface Tablet, starting Project ARA at Google, leading the efforts to redesign Walmart.com, and more recently writing his own book, Uplifting Design, Dan believes in the importance of Design at the core of any business, and that's what we're talking about today. We also chat in detail about how his design team has doubled conversion for walmart.com, and about why he believes that you should look at your career from a perspective of two year stretches. Timestamps: 00:00 – Intro02:42 – Dan's journey into Design04:06 – Why Dan thinks Design is at the core of business09:11 – The forces that come down to devalue Design15:51 – Companies that show Design matters23:24 – Designing software vs. hardware and how compassion fits into this42:54 – On the redesign of Walmart.com51:29 – Dan's new book, Uplifting Design56:08 – Managing your career in two-year stretches01:04:18 – End of show questionsConnect with DanLinkedIn, Uplifting.Design, Website Selected links from the episodeNeolMcKinsey Design ReportFuelling Creative Renewal Report