Design Better

Alastair Simpson is accustomed to adaptation. The first half of his life was spent in the pursuit of a professional football career (or soccer as we call it in the States). But things didn’t go as expected, and he found himself searching for a new path in life. Football taught him discipline and to focus on excellence, traits that transferred well into a career in design. He’s led design teams at Atlassian and today, he’s VP of Design at Dropbox. We spoke with Alastair about how he applies design principles to parenting, the role craft plays in making great products, and creating a work environment that supports the creative process. Visit our Substack to access the full episode: https://designbetterpodcast.com/p/alastair-simpson Bio Alastair Simpson reports to the CEO and serves on the Executive team at Dropbox, where he leads the design team across all creative disciplines, including Brand, Product Design, Research, Content Design, and Operations. He also co-led, designed, and implemented Dropbox's transition to a Virtual-First working model. Previously, Alastair was Head of Design at Atlassian, where he played a key role in scaling the design team from 20 to over 300. *** Premium Episodes on Design Better This is a premium episode on Design Better. We release two premium episodes per month, along with two free episodes for everyone. ✨New benefits: Premium subscribers also get access to the documentary Design Disruptors and our growing library of books, as well as our monthly AMAs with former guests, ad-free episodes, discounts and early access to workshops, and our monthly newsletter The Brief that compiles salient insights, quotes, readings, and creative processes uncovered in the show. Upgrade to paid *** Visiting the links below is one of the best ways to support our show: Masterclass: MasterClass is the only streaming platform where you can learn and grow with over 200+ of the world's best. People like Steph Curry, Paul Krugman, Malcolm Gladwell, Dianne Von Furstenberg, Margaret Atwook, Lavar Burton and so many more inspiring thinkers share their wisdom in a format that is easy to follow and can be streamed anywhere on a smartphone, computer, smart TV, or even in audio mode. MasterClass always has great offers during the holidays, sometimes up to as much as 50% off. Head over to http://masterclass.com/designbetter for the current offer. Wix Studio: With Wix Studio, agencies and enterprises can create, develop and manage exceptional web projects with hyper efficiency. And if you're worried about the learning curve eating into time you don't have, don't be. Wix Studio is intuitive by design, so your entire team can hit the ground running. For your next project, check out wixstudio.com. Wine Access: We love wine, but often feel overwhelmed by the options out there. But we recently joined Wine Access who not only ship to your door some of the world’s most inspiring wines, they also educate subscribers with full color information cards that accompany each bottle. You should totally join The Waitlist Wine Club. Just visit wineaccess.com/waitlist and use Promo Code: DESIGNBETTER for $25 off your first shipment. If you're interested in sponsoring the show, please contact us at: [email protected] If you'd like to submit a guest idea, please contact us at: [email protected]

Jason Giles is tuned into the habits of successful product design teams, not only because he’s been leading them for 15 years, but also because his team at UserTesting makes essential tools used by top design teams around the world. Jason thinks of the collaboration process in his team as similar to a jazz band where improvisation and exploration go hand-in-hand. We’re anxious to learn more. We’re excited to share this sponsored bonus episode, recorded live in Austin at The Human Insight Summit (THiS)—as UserTesting helps designers and product teams gain shared insight—seeing and hearing how another person engages with the world around them and taking in their perspective. Learn more about UserTesting Bio As VP of Product Design at UserTesting, Jason leads a team of designers, writers, and researchers across the US, Canada, and UK with the mission to enable real human insight and lead a movement for empathy. Jason Giles began his professional career as a designer at Microsoft, where he effectively “grew up” alongside the UX discipline itself. Having actively participated in that evolution, Jason transitioned to design management where he has focused on building teams with great cultures that deliver awesome product experiences. Visit our Substack to view the video of the interview: https://designbetterpodcast.com/p/jason-giles

Sometimes, a creative transformation occurs after a painful experience in our lives. This certainly happened for our guest today, Bishop Briggs, who lost her sister at a young age in 2021. After a period of intense grieving, and struggling with depression, her son was born in 2022, and she went on to win The Masked Singer in 2023. Find the full episode on our Substack: https://designbetterpodcast.com/p/bishop-briggs We spoke with Bishop about how her creative process evolved during these life-changing events, as well as how she approaches creating with consistency, connects with her audience, and the surprising results of her experiments with generative AI. Also, a quick note for anyone who might be sensitive about the topics of depression and suicidal thoughts, Bishop does discuss these topics during the course of our interview, most notably around the 10 minute mark of the episode. Bio Bishop Briggs, born in London to Scottish parents, discovered her passion for music early, performing for the first time at a Tokyo karaoke bar at age four after her family relocated there. Immersed in Tokyo's karaoke culture and influenced by Motown and The Beatles at home, she began writing songs at seven. After moving to Hong Kong at 10, where she lived until 18, she pursued her dream of a music career by relocating to Los Angeles to attend the Musician’s Institute. In Los Angeles, Bishop released her debut single, "Wild Horses," in 2015 and rose to prominence with her 2018 debut album, Church of Scars, and her 2019 follow-up, Champion. Her music has since reflected her personal journey, including profound loss, motherhood, and resilience. In 2023, she won The Masked Singer as "Medusa" and released her EP When Everything Went Dark. Her latest album, Tell My Therapist I'm Fine, debuted in October 2024, and she is currently on tour through Spring 2025. *** This is a premium episode on Design Better. We release two premium episodes per month, along with two free episodes for everyone. ✨New benefits: Premium subscribers also get access to the documentary Design Disruptors and our growing library of books, as well as our monthly AMAs with former guests, ad-free episodes, discounts and early access to workshops, and our monthly newsletter The Brief that compiles salient insights, quotes, readings, and creative processes uncovered in the show. Upgrade to paid ***

We're at the holidays once again and that means it's one of our favorite episodes, our Design Better holiday gift guide for designers, creatives, and anyone who appreciates well-designed products. This list is perfect for anyone hunting for the ideal gift for that special someone—or, let’s be honest, for themselves. And this year—like last year—we’ve curated some stellar picks. Visit our Substack for the full list: https://designbetterpodcast.com/p/design-better-2024-holiday-gift-guide *** Visiting the links below is one of the best ways to support our show: Wix Studio: With Wix Studio, agencies and enterprises can create, develop and manage exceptional web projects with hyper efficiency. And if you're worried about the learning curve eating into time you don't have, don't be. Wix Studio is intuitive by design, so your entire team can hit the ground running. For your next project, check out wixstudio.com. Wine Access: We love wine, but often feel overwhelmed by the options out there. But we recently joined Wine Access who not only ship to your door some of the world’s most inspiring wines, they also educate subscribers with full color information cards that accompany each bottle. You should totally join The Waitlist Wine Club. Just visit wineaccess.com/waitlist and use Promo Code: DESIGNBETTER for $25 off your first shipment. *** If you're interested in sponsoring the show, please contact us at: [email protected] If you'd like to submit a guest idea, please contact us at: [email protected]