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Technically Speaking with Harrison Wheeler

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.

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Episodes

Human-centered AI: Ovetta Sampson on design risks and rewards

This 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 Google to build Right AI * The risks no one’s talking about in AI product development * What MoviePass , the Black Death , and Silicon Valley have in com...

May 05, 202544 min

Vibe coding: A beginner's guide with Kyle Zantos

I’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 he shifted from music to design, and now from design to building AI tools * How he used AI to build a Figma plugin without any coding background * The...

May 05, 202545 min

Inside the creative process: Jay Demetillo leads Canva’s bold leap beyond traditional spreadsheets

In 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 a legacy product, modernize complex workflows, and bring AI in as a meaningful co-pilot, not just a gimmick. We get into: * The drag-and-drop design...

May 05, 202541 min

Breaking up with mockups: Filip Skrzesinski on Subframe's real-time design with code

In 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 engineers using code-native components, real-time prototyping, and AI-assisted workflows. Filip calls it “design with code.” We unpack what it really me...

May 05, 202542 min

Pablo Stanley on developing Lummi.ai and achieving product-market fit

In 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 (and what went right) while building AI-powered experiences, and how taste, team morale, and iteration played a major role in finding product-market...

May 05, 202553 min

Introducing AI Product Builders: a limited-run podcast series

I’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 vaporware) * Honest takes on ethics, personalization, and what “future-of-work” really means for design teams. Meet the line-up: * Ovetta Sampson — Owner,...

Apr 28, 20252 min

Your First Million with Backstage Capital Founder Arlan Hamilton

Arlan 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 challenges, including overcoming homelessness and addiction, have shaped her mission in venture capital. She also dives into her latest book, "Your F...

Apr 13, 202428 min

The Intersection of Teaching and Design: Supporting Emerging Talent with Krislam Chin

Krislam 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 importance of not defining success based on external factors and encourages emerging designers always to acknowledge opportunities. Key Takeaways: Lear...

Jan 15, 202440 min

Special Edition: The Rise and Fall of InVision with Jay Demetillo

We 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 Dreamweaver to the emergence of Sketch and the game-changing introduction of InVision. Join us as we reminisce about the challenges designers faced, the j...

Jan 10, 202437 min

Navigating Career Plateaus and Personal Branding with Chris Do

Chris 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 with coaching and the benefits of investing in mentorship. He encourages listeners to start now and act toward their goals, reminding them that their fut...

Jan 01, 202433 min

Balancing Design and Engineering in the Tech Industry With Adekunle Oduye

Adekunle 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 insights for those interested in design engineering. He encourages listeners to try new things and not be afraid to fail to learn and grow. Key Take...

Dec 18, 202326 min

From Burnout and Isolation Into Allyship and Inspiration: The Intersectionality of Music, Design, Inclusion, and Social Justice With Kendall “Boo Boo” Howse

Kendall "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 importance of community and inclusivity in design and shares his experiences advocating for diversity and equity in the tech industry. He also encourages ...

Dec 04, 202334 min

Creative Empowerment: Embracing Individuality and Promoting Cultural Expression with Eso Tolson

Eso 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 emphasizes the importance of taking breaks and finding inspiration outside of work. His love for Memphis and its vernacular language has influenced his art, w...

Nov 20, 202334 min

Superhuman by Design: Unifying Community and Authenticity in Design With Donald Burlock

Donald 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 highlights the need for unification and the power of community in driving positive change. Whether you're a designer just starting or an experienced leader...

Nov 06, 202341 min

From Collaborating to Cofounding: The Evolution of a Design Agency From the Ground Up to Success With Ashley Phillips and Miro LaFlaga

Ashley 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 touch on the creative industry's evolving nature and the opportunities ahead. Their dynamic and forward-thinking approach sets them apart in the agency...

Oct 23, 202330 min

Shifting the Design Industry Towards Ethical Frameworks and Care With George Aye

George 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. He highlights the challenges and opportunities of working with different types of clients and the responsibility of tackling complex social issues thr...

Oct 09, 202341 min

Fanbase and the Future of Social Media With Isaac Hayes III

Isaac 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 platform has its time and will eventually be replaced by a new platform geared toward the younger generation. He also talks about the importance of persisten...

Oct 02, 202317 min

Neurodivergence and Storytelling in the Workplace With Design Lead Alexis Cotton

Alexis 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 rediscover hobbies, find new interests, and embrace change post-pandemic Discover strategies for connecting with others and transform your home into a comfo...

Sep 11, 202330 min

Spatial Computing and AR/VR: An Accessibility Discussion with Reginé Gilbert

​Reginé 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 computing, including augmented reality and virtual reality. Reginé also talks about her upcoming book, "Human Spatial Computing," and the importance ...

Aug 28, 202335 min

Leveraging intuition, improv, and inquiry with Natalie Nixon

Natalie 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," received an award at Fast Company's World Changing Ideas Awards in 2021. In this episode we discuss various aspects of creativity, including buildi...

Jul 10, 202330 min

The mindset shift from mercenary to missionary with Melvin Hale

Melvin 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 and insightful conversation. About the Guest: Melvin has 25 years of experience in the design industry and has worked at the biggest names in tech li...

Jun 19, 202330 min

The Business of Design and Creating Opportunity Through Side Projects with Netflix Design Director Kristy Tillman

I'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 diverse scopes and possibilities that each role can offer. Furthermore, Kristy emphasizes the importance of designers developing strong business acumen to...

Jun 07, 202336 min

Demystifying AI: Hype, Consumption, and Creation of Powerful Products with Aastha Gaur

Aastha, 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 the societal shift from initial resistance and fear towards new technologies to their eventual acceptance and integration into daily life. Drawing fr...

May 23, 202338 min

Leadership Lessons: Spotting the Good, the Bad, and Forgiving Yourself as a Work-in-Progress with Leslie Miley

Join 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 marginalization, providing valuable insights into the tech industry. Discover how he hacked his way to success and gain thought-provoking perspectives on ...

Apr 23, 202344 min

The First Step: Stephen Green's Lessons Learned as an Entrepreneur and Investor

What 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 that first baby step, you're choosing to embark on your journey, from which you'll learn a lot, whether it becomes successful or not. Listen to this ...

Mar 14, 202335 min

Inclusive technical writing with Dr. Cana Uluak Itchuaqiyaq

Summary 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, listen to this episode as Dr. Cana Uluak Itchuaqiyaq shares how to challenge the status quo and be inclusive through socially-just technical writing and ...

Feb 28, 202340 min

Design systems, working with engineers, and object-oriented UX, with Principal Designer Keith Rich

Summary 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 design, he’s created a unique career that allows him to be creative every day. He knows it’s important for people to enjoy their work, and he wants to help...

Feb 14, 202327 min

Stretching the bounds of creativity and Advancing Women in Technology with Mindy Duong

Summary 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 room. So to give back to the community and show strong support to women in technology, she's been trying to help the younger generation, especially wom...

Jan 31, 202337 min

Stranger Creatives mindful approach to building an equitable design practice with Steven Wakabayashi

Summary 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 seriously. Steven's story provides valuable information and support to help you make lasting changes in your life, so that you can become your best self t...

Jan 17, 202338 min

Healing, quarantine scheming, and HmntyCntrd with Vivianne Castillo

Summary 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-centered, you must go above and beyond being relevant and performative. For issues as systematic as this, no matter where we end up on our corporate jour...

Jan 03, 202336 min
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