Conversations for design managers and aspiring leaders, delivering real stories and ready to use tactics to help you build confidence and credibility. I sit down with top voices in design, tech, and business to open the black box of leadership. I'm your host, Harrison Wheeler, with 20 years in design and a decade leading teams from scrappy startups to global giants. It's time to get technical. technicallyspeakinghw.substack.com
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Human-centered AI: Ovetta Sampson on design risks and rewards
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43:39This episode of AI Product Builders is a must-listen. I’m joined by Ovetta Sampson, founder of Right AI and one of the sharpest minds in the AI and design space. With a career that spans leadership roles at Google, Capital One, and IDEO, Ovetta brings a powerful, context-driven lens to the hype around generative AI. We get into: * Why she left Goog…
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Vibe coding: A beginner's guide with Kyle Zantos
44:39
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44:39I’m joined by the imaginative Kyle Zantos, a Seattle-based designer, builder, and musician with over a decade of experience across UX, product, and brand. Kyle’s worked at startups and consultancies, but lately he’s been diving into AI through deeply personal, playful projects that blend creativity, tooling, and experimentation. We get into: * Why …
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Inside the creative process: Jay Demetillo leads Canva’s bold leap beyond traditional spreadsheets
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41:11In this episode of AI Product Builders, I sit down with Jay Demetillo, design lead at Canva, to talk about what it means to design spreadsheet experiences for the future. Jay has worked all over the world—from Grab in Southeast Asia to leading the design of AI features inside Canva Sheets. Now based in Australia, he shares what it took to reimagine…
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Breaking up with mockups: Filip Skrzesinski on Subframe's real-time design with code
42:12
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42:12In this episode of Technically Speaking: AI Builders, I sit down with Filip Skrzesinski, co-founder of Subframe, the UI design tool built for the AI era. Subframe isn’t just another no-code platform or AI playground. It’s a visual way to build production-ready software, allowing designers and non-technical teammates to collaborate directly with eng…
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Pablo Stanley on developing Lummi.ai and achieving product-market fit
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52:40In this episode of AI Product Builders, I sit down with designer, illustrator, and founder of Lummi AI, Pablo Stanley. From launching open-source illustration libraries to experimenting with AI-powered image generation, Pablo has always been pushing the edge of creativity and technology. He shares the unexpected origins of Lummi.ai, what went wrong…
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Introducing AI Product Builders: a limited-run podcast series
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1:55I’ve been quietly cooking up a limited-run podcast: AI Product Builders. This isn’t another AI hype machine. I’m sitting down with designers and builders who are actually shipping real work. We're digging into: * Real talk on integrating AI into existing products and worklflows * Play-by-play stories of launching net-new experiences (minus the vapo…
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Your First Million with Backstage Capital Founder Arlan Hamilton
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28:17Arlan is a trailblazer in the venture capital world, focusing on helping underrepresented founders. She has a deep passion for both the business and personal aspects of her work, and she's here to share her incredible journey and insights with us. Summary In our conversation, Arlan opens up about her love for "General Hospital" and how her personal…
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The Intersection of Teaching and Design: Supporting Emerging Talent with Krislam Chin
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40:07Krislam Chin, a designer and educator based in West LA, shares her journey in the design industry and her passion for teaching. She discusses the importance of travel for creative individuals and the need for designers to experience the world. Her studio, Hello World Studio, aims to provide opportunities for emerging designers. She emphasizes the i…
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Special Edition: The Rise and Fall of InVision with Jay Demetillo
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37:13We will be diving into the fascinating story of the rise and fall of InVision. In this episode, join host Harrison Wheeler and special guest Jay Demetillo as they take you on a journey through the history of InVision and discuss the impact it had on the design industry. They explore the evolution of design tools, from the days of Photoshop and Drea…
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Navigating Career Plateaus and Personal Branding with Chris Do
33:11
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33:11Chris Do, a personal branding coach and host of The Futur podcast, discusses the importance of personal branding and standing out in a changing market. He emphasizes the need to show up authentically and express your unique perspective and the value of thought leadership and writing in building your personal brand. He also shares his experience wit…
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Balancing Design and Engineering in the Tech Industry With Adekunle Oduye
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25:59Adekunle Oduye, a Design Engineer at Plaid, discusses his journey from art to design to engineering and how he became a design engineer. He emphasizes the importance of understanding both design and code and communicating and collaborating effectively. He also talks about his podcast, "Code & Pixels," which aims to provide practical guidance and in…
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From Burnout and Isolation Into Allyship and Inspiration: The Intersectionality of Music, Design, Inclusion, and Social Justice With Kendall “Boo Boo” Howse
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33:33
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33:33Kendall "Boo Boo" Howse, a Senior Designer, Illustrator, and Musician, discusses his design journey, which started with creating artwork for his music projects that eventually led to him freelancing full-time. He shares his passion for Dungeons & Dragons and its evolution to becoming a more inclusive and cooperative game. He emphasizes the importan…
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Creative Empowerment: Embracing Individuality and Promoting Cultural Expression with Eso Tolson
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33:50Eso Tolson, a Memphis-based designer and brand strategist, shares his journey as an artist and how he developed his unique style. He reveals his passion for uplifting and inspiring people through his work, including his art projects. He also talks about finding safety and comfort in different spaces and the impact of his trip to Hawaii. He emphasiz…
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Superhuman by Design: Unifying Community and Authenticity in Design With Donald Burlock
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41:27
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41:27Donald Burlock, User Experience Designer and Author of Superhuman by Design, joins the show to discuss his book and his mission to bring authenticity and social impact to the design profession. He shares his journey of self-discovery and the importance of showing up as your authentic self in a world that often pressures us to conform. He also highl…
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From Collaborating to Cofounding: The Evolution of a Design Agency From the Ground Up to Success With Ashley Phillips and Miro LaFlaga
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30:00Ashley Phillips and Miro LaFlaga, Founders of Six Cinquième, an award-winning strategic branding agency in Montreal, Canada, discuss their journey in starting their agency and the lessons they've learned. They discuss the importance of flexibility, adapting to change, and prioritizing personal well-being and creativity in the workplace. They also t…
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Shifting the Design Industry Towards Ethical Frameworks and Care With George Aye
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40:53George Aye discusses his journey in design and the unique perspective he brings as an Adjunct Professor and Co-Founder of Greater Good Studio. He shares his current obsession and efforts to improve his diet and overall health. He also delves into the importance of design ethics and the need for a shared understanding and framework in the industry. …
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Fanbase and the Future of Social Media With Isaac Hayes III
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17:12Isaac Hayes III, entrepreneur and music producer, discusses the peer-to-peer subscription model and the rise of subscriptions on social media platforms like Instagram and Twitter. He sees this as a validation of his platform, Fanbase, which aims to uplift creators of color who other platforms have underserved. He believes every social media platfor…
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Neurodivergence and Storytelling in the Workplace With Design Lead Alexis Cotton
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30:03Alexis Cotton, a Design Lead at Meta, discusses her journey into design and her experience as a neurodivergent designer. She shares her passion for storytelling and finding her voice as a designer. Alexis also talks about the challenges of making friends during the pandemic and the importance of work-life balance. Key Takeaways: Learn how to redisc…
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Spatial Computing and AR/VR: An Accessibility Discussion with Reginé Gilbert
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34:45Reginé Gilbert, designer and author of "Inclusive Design for a Digital World," joins the show to discuss her recent award, The James Weldon Johnson Professorship, and her work in accessibility and inclusion in the XR space. She shares her journey into UX design and how she became interested in accessibility, as well as her current focus on spatial…
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Leveraging intuition, improv, and inquiry with Natalie Nixon
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30:19
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30:19Natalie Nixon, Ph.D., is a creativity strategist, keynote speaker, and author. She is the CEO of Figure 8 Thinking and known as the Creativity Whisperer for the C-Suite. She has been recognized as one of the "Top 50 Keynote Speakers for 2022" by Real Leaders and her book, "The Creativity Leap: Unleash Curiosity, Improvisation, and Intuition at Work…
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The mindset shift from mercenary to missionary with Melvin Hale
29:56
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29:56Melvin Hale has undergone a remarkable evolution in his life. He has 25 years of experience in the design industry and has worked at the biggest names in tech like LinkedIn, Meta, YouTube, RGA, and Google. We'll delve into his journey of finding happiness, reflections on leadership style, and coping with personal challenges. Tune in for an engaging…
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The Business of Design and Creating Opportunity Through Side Projects with Netflix Design Director Kristy Tillman
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35:53I'm joined by Kristy Tillman, Director of Design at Netflix, as she shares invaluable insights on career growth and the pursuit of creative opportunities. Kristy challenges the traditional emphasis on job titles, urging listeners to prioritize personal growth and learning. Drawing from her experience as a Director of Design, she highlights the dive…
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Demystifying AI: Hype, Consumption, and Creation of Powerful Products with Aastha Gaur
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37:53
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37:53Aastha, Director of Product Design at Google, joins us again in this engaging podcast that covers the world of AI at the intersection of customer engagement. In this episode, we cover valuable insights into its definition, the reasons behind its current hype, and the crucial distinction between consuming and creating AI-powered products. We explore…
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Leadership Lessons: Spotting the Good, the Bad, and Forgiving Yourself as a Work-in-Progress with Leslie Miley
44:23
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44:23Join us on an insightful journey with Leslie Miley, a tech industry veteran and advisor to the CTO of Microsoft. In this episode, we explore topics of leadership, courage, representation, and the unique perspective of an introverted business influencer. Leslie shares his remarkable career path, spanning from diverse experiences of privilege to marg…
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The First Step: Stephen Green's Lessons Learned as an Entrepreneur and Investor
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34:59
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34:59What does it take to start a business? Is it by having the money or by having investors? Does it depend on having social capital? Or both? Would you believe that it all starts in your head? It all starts with ONE idea that solves a problem. And it's not impossible that 3,000 miles away, someone will pay for that solution you came up with. By taking…
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Inclusive technical writing with Dr. Cana Uluak Itchuaqiyaq
39:46
39:46
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39:46Summary Did you know that technical writing is all around us? From manuals, recipes, to tribal codified values, they have served as guides and instructions about how to live our lives for ages. But what would you do if instructional design didn't apply to you? How do you ensure that all voices are heard, included, and valued? To help with that, lis…
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Design systems, working with engineers, and object-oriented UX, with Principal Designer Keith Rich
26:53
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26:53Summary Wouldn’t it be nice to do every day for our careers the same thing that brought us joy when we were kids? Keith Rich was able to do this by merging his creativity in the soccer field with his work in design and development to come up with solutions for people to use and enjoy throughout their day. With his combined love for soccer and desig…
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Stretching the bounds of creativity and Advancing Women in Technology with Mindy Duong
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37:11
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37:11Summary Mic test. 1, 2, 3. You know, this interview should have been done in between karaoke songs. Why? Because Harrison and his guest share a love for singing. As a creative since the age of 3 and a pioneer in the field of UX and design, Mindy Duong is an eyewitness to its challenges and improvements, one of which is being the only woman in the r…
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Stranger Creatives mindful approach to building an equitable design practice with Steven Wakabayashi
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38:24
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38:24Summary If you were told you were about to die, how would you respond? Steven Wakabayashi didn’t wait long to use it as opportunity to turn his health, life, and career around. His three programs are his best approach to prevent others from going through the same thing he did. Do not wait until something bad happens to start taking your health seri…
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Healing, quarantine scheming, and HmntyCntrd with Vivianne Castillo
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36:05Summary One positive thing about the pandemic is quarantine scheming. Many innovative ideas were born out of it, one of which is HmntyCntrd. What the industry needs are finally being addressed, thanks to Vivianne Castillo and her team. They are passionate about it and can call it out for what it is: How to be human-centered. Because to be human-cen…
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David Silva is a web developer and founder of Techqueria, the largest community of Latinx professionals in the tech industry, with over 18,000 members. In this episode, we explore his tech path, from learning to code as a young child in Colombia to studying religion in Israel, working in startups in San Francisco, and finally settling in New York. …
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How to lead and what we got wrong about imposter syndrome with Temi Adeniyi
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34:05Temi Adeniyi is a design leader and product designer who’s making wonderful things for the internet. In this episode, she takes us through her journey into the design industry, from London to Berlin, always following her curiosity. We also dive further into her four principles, which are: collaboration in all directions openness, giving trust, and …
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Kevin Bethune is an author, designer, and entrepreneur. He is the Founder and Chief Creative Officer of Dreams Design + Life, an agency that offers design and innovation services with a human-centered approach. In this episode, we explore his remarkable background, which ranges from engineering to finance to design, while maintaining a creatively c…
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Freelancing and leaning into your own style with Monique Wray
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30:34Technically Speaking is a podcast by Harrison Wheeler about BIPOC designers, entrepreneurs & technologists sharing their unique stories of triumph and resilience. Episode description Monique Wray is a San Francisco-based animator, illustrator, director, and the founder of Made by Small Studio. In this episode of Technically Speaking, we discuss Mon…
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Eva PenzeyMoog is the author of "Design for Safety," the founder of The Inclusive Safety Project, and the principal designer at 8th Light. She is a strong supporter of protecting the weakest, particularly when it comes to interpersonal violence. In this episode, we addressed design ethics, how technology may harm other people, and the most frequent…
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Recognizing transferable skills and creating equitable out comes with Chris Thoms
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44:50Episode description In this episode of Technically Speaking, the Experience Designer at NWEA (and my Clubhouse friend) Chris Thoms joins the show to unravel the events that led him into the creative business after dedicating his life to soccer coaching. We touch upon the value of transferable skills and creating safe spaces to reframe the conversat…
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Timothy Bardlavens is a Product Design leader that works to combat misinformation and harmful content inside Meta apps. In this episode, Timothy has some interesting advice and views around chaotic-good leadership, transparency and accountability. Join us while we discover more about how integrity manifests itself organizationally and within a prod…
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Designing your career and embracing the individual contributor role with Catt Small
40:29
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40:29Catt Small is a cat lover, karaoke singer, writer, and gamer. She’s currently leading the design of Goals at Asana and in this episode, we go deep into her vision of design management and the key elements to building a successful design team, as well as senior designers’ leadership. Do you want to know what the day-to-day work inside Asana’s Goals …
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Creativity, Building SuperFriendly, and Design Systems with Dan Mall
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46:19The Creative Director Dan Mall joins the show to talk about his career path and the moments that led him to start SuperFriendly, his own agency that is all about design systems. Dan shares his ethos and explains why he considers himself as an intentional person. We explore some of the key moments within the foundation of SuperFriendly and we talk a…
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New Principles, Open Environments and Design Beyond Screens with Jasmine Orange
38:30
38:30
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38:30Jasmine Orange works as UX lead at Ernst & Young. In this episode, we talk about her background in industrial design and her passion for designing beyond the screens. Jasmine shares her vision on design principles that need to be fixed and the value of open communication within design environments. Join us and connect with Jasmine’s philosophy of h…
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Technically Speaking with Harrison Wheeler Trailer (Season 5)
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12:43Season 5 is right around the corner. Our featured guests include Jasmine Orange, Dan Mall, Timothy Bardlavens, Catt Small, and Chris Thoms. The new season kicks off on Tuesday, April 26th with new episodes released every other week. Jump straight into: (00:00) - Introduction (01:26) - Figma Config (02:18) - The Technically Speaking Product Design G…
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2021 Year End Review with Harrison Wheeler
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21:35Join Harrison as he walks through notable moments of 2021 with the Technically Speaking podcast. In this show, he talks about the growth of the pod, most downloaded episodes, some of his favorite things about the internet, tools, and what he's looking forward to touching on next year. Get full access to Technically Speaking at technicallyspeakinghw…
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Career Reflections, Creative Intuition, and Breaking The System with May-Li Khoe
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46:14In this episode of Technically Speaking we are joined by the great May Li-Khoe (former Khan Academy and Apple) designer, engineer, DJ, and writing enthusiast. We take a look back at her career and the generational changes that are now leading to a new way of working in the creative industry, as well as the value of creative production and the new p…
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The Internet is a 'Fad,' Filling the Void, The Origin Story of 'Where Are Black Designers with Maurice Cherry
38:50
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38:50In this episode of the Technically Speaking Podcast, Harrison Wheeler talks with a designer, creative strategist, and podcaster who doesn’t need introductions, Maurice Cherry. Maurice’s podcast Revision Path is an award-winning weekly showcase of Black designers, artists, developers, and digital creatives from all over the world. Today, Maurice sha…
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Hype Docs, No Code, and Building The Second Brain with David Hoang
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27:02In today’s episode our host Harrison Wheeler is joined by David Hoang, Director of Design at Webflow, to have a dynamic conversation around coding, remote work, the importance of community building, and why everyone should have their own “Hype Doc” around. Self gratitude is so important, yet we all tend to care for others while forgetting about our…
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Value-Based Decision Making, Hiring with a Growth Mindset, and Design for Cognitive Bias with David Dylan Thomas.
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41:17In today’s episode our host Harrison Wheeler is joined by David Dylan Thomas, speaker, filmmaker, and author of Designed for Cognitive Bias, to talk about the fascinating world of cognitive biases, how they influence our day-to-day lives, the importance of sticking to a growth mindset and how to deal with impostor syndrome. Googling and learning fr…
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Nothing Ever Really Dies, Designing in Public, and Tapping into Your Super Power with Rafe Chisolm
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52:03
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52:03In today’s episode our host Harrison Wheeler talks to Rafe Chisolm, product designer, twitter veteran, writer and design generalist, to talk about the potential of Twitter’s DMs, the value of networking, his trajectory in design, and the importance of using your talents in smart ways. Join this conversation to learn why a single weekend could trans…
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From Agency to In-house and How UX Relates To Branding with Mathew Barnes
29:41
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29:41In this episode of Technically Speaking, our host Harrison Wheeler talks to Mathew Barnes, Senior Art Director of Brand Design at Amazon Web Services. Mathew is an artist in the B2B space and a passionate beer brewer who knows that having a strategic process is key to a successful outcome. Join in and learn how this art director works focusing on t…
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East vs West Working Culture and the Bamboo Ceiling with Jason Demetillo
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34:22In this episode of Technically Speaking, our host Harrison Wheeler talks to Jay Demetillo, lead designer at Grab in the Singapore team. Jay tells us about the differences he’s found since moving to South East Asia almost four years ago, both in the social aspect of life as well as in the design scene and the workflow within companies. What can we l…
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Design Operations, Systems, and Service Design with Dominique Ward
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36:21In this episode of Technically Speaking, our host Harrison Wheeler sits with Dominique Ward, Design Operations Leader at Atlassian to talk about design operations, how to build a successful op team, and how to get into that career path in 2021. Join this conversation and learn what this silent but crucial part of design is pushing the industry forw…
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