
John Cleese: A cheerful guide to creativity
01/26/21 • 34 min
The Ministry of Silly Walks. The Cheese Shop. French Taunting. If you haven’t seen any of these Monty Python sketches before, do us a favor and go watch one or two of them. You’ll discover—or re-discover—why our guest for this episode is a creative comic legend.
John Cleese starred in and co-wrote the award-winning series Fawlty Towers, was nominated for an Academy Award for the screenplay of A Fish Called Wanda, and even has a species of lemur named after him (Cleese’s wooly lemur, Avahi cleesei). He’s also an expert on the creative process, and so if you’re looking for a new framework to level-up your own workflow, his book Creativity: A Short and Cheerful Guide is a great resource.
We talk with John about his new book, and also about creative collaboration in the midst of friction, how to be comfortable with ambiguity, and creating boundaries of space and time to get in a creative mode. We also get to ask him a question that’s been bugging us ever since we first watched Monty Python and The Holy Grail.
After everything that happened in 2020, we can all use a little more laughter in our lives. We hope our interview with John sparks some joy, and leaves you with some new creative tools. Thanks for listening.
Takeaways:
- How John’s childhood influences the way he approaches creativity
- Why John uses writing to explore ideas
- What “closed mode” and “open mode” are (and how they relate to convergent and divergent modes of thinking).
Bio
John Cleese is an English actor, comedian, writer, and film producer. He achieved success at the Edinburgh Festival Fringe and as a scriptwriter and performer on The Frost Report. In the late 1960s, he co-founded Monty Python, the comedy troupe responsible for the sketch show Monty Python's Flying Circus and the four Monty Python films, And Now for Something Completely Different, Monty Python and the Holy Grail, Life of Brian, and The Meaning of Life. In the mid-1970s, Cleese and his first wife, Connie Booth, co-wrote and starred in the British sitcom Fawlty Towers. Later, he co-starred with Kevin Kline, Jamie Lee Curtis, and former Python colleague Michael Palin in A Fish Called Wanda and Fierce Creatures. He also starred in Clockwise, and has appeared in many other films, including two James Bond films, two Harry Potter films, and the last three Shrek films. He is also the author of Creativity: A Short and Cheerful Guide.
The Ministry of Silly Walks. The Cheese Shop. French Taunting. If you haven’t seen any of these Monty Python sketches before, do us a favor and go watch one or two of them. You’ll discover—or re-discover—why our guest for this episode is a creative comic legend.
John Cleese starred in and co-wrote the award-winning series Fawlty Towers, was nominated for an Academy Award for the screenplay of A Fish Called Wanda, and even has a species of lemur named after him (Cleese’s wooly lemur, Avahi cleesei). He’s also an expert on the creative process, and so if you’re looking for a new framework to level-up your own workflow, his book Creativity: A Short and Cheerful Guide is a great resource.
We talk with John about his new book, and also about creative collaboration in the midst of friction, how to be comfortable with ambiguity, and creating boundaries of space and time to get in a creative mode. We also get to ask him a question that’s been bugging us ever since we first watched Monty Python and The Holy Grail.
After everything that happened in 2020, we can all use a little more laughter in our lives. We hope our interview with John sparks some joy, and leaves you with some new creative tools. Thanks for listening.
Takeaways:
- How John’s childhood influences the way he approaches creativity
- Why John uses writing to explore ideas
- What “closed mode” and “open mode” are (and how they relate to convergent and divergent modes of thinking).
Bio
John Cleese is an English actor, comedian, writer, and film producer. He achieved success at the Edinburgh Festival Fringe and as a scriptwriter and performer on The Frost Report. In the late 1960s, he co-founded Monty Python, the comedy troupe responsible for the sketch show Monty Python's Flying Circus and the four Monty Python films, And Now for Something Completely Different, Monty Python and the Holy Grail, Life of Brian, and The Meaning of Life. In the mid-1970s, Cleese and his first wife, Connie Booth, co-wrote and starred in the British sitcom Fawlty Towers. Later, he co-starred with Kevin Kline, Jamie Lee Curtis, and former Python colleague Michael Palin in A Fish Called Wanda and Fierce Creatures. He also starred in Clockwise, and has appeared in many other films, including two James Bond films, two Harry Potter films, and the last three Shrek films. He is also the author of Creativity: A Short and Cheerful Guide.
Previous Episode

Jason Mayden: Air Jordan design and a brush with death that shaped a career
Show notes: https://designbetterpodcast.com/p/jason-mayden
As we head into a new year—and leave behind a year that was challenging for just about everyone on the planet, with the hope that this year will be better for all—we wanted to share an interview with one of the most optimistic, creative, and insightful people we know: designer, entrepreneur, and educator Jason Mayden.
When we first interviewed Jason in 2018 for one of our Design Better Conversations, we knew we had to get him on the podcast. He had such a unique perspective on design as a service to humanity that we sensed our audience would love to hear his story.
We spoke with Jason on a wide range of topics, from how a near-death experience in childhood shaped his career and life, to how he maintains his energy and focus, to why being a polymath is an enormous advantage in today’s job market.
We finish the interview on a topic that strays a little from our usual subjects but is ultimately more important: how through all of our individual struggles we can benefit from recognizing our shared humanity.
Takeaways:
- Learn what drove Jason to create his company SuperHeroic, and what he took away from the process.
- Hear how servant leadership shapes his work and creativity.
- Understand how Jason designs his life using tools like creative direction and brand strategy,
Bio
In his previous role at Nike, Jason oversaw the design and execution of all conceptual products, data-driven innovations, and inline lifestyle and performance product for Jordan Brand, as the Senior Global Design Director. During his 13+ year career at Nike, Mayden led and contributed to the creation of innovative sport performance products for athletes and cultural icons such as Carmelo Anthony, Chris Paul, Russell Westbrook, Derek Jeter, and Michael Jordan.
In 2011, Mayden successfully received his Master’s in General Management and Social Innovation from Stanford University’s Graduate School of Business and shortly thereafter he returned to Nike as the Global Director of Innovation for Nike's Digital Sport division where he was responsible for the strategic investigation of new technologies and services, such as the Nike Fuel Band and the Nike+ platform.
Currently, Jason is an advisor, d.Fellow and Media Designer at the Hasso Plattner Institute of Design at Stanford University, a frequent lecturer at Stanford University’s prestigious Graduate School of Business, and an advisory board member to his undergraduate alma mater, the College for Creative Studies.
Next Episode

Doug Pray and Matt Weaver: Apple TV+ Home and how spaces change our behavior
Show notes: https://designbetterpodcast.com/p/matt-weaver-doug-pray
Of the designed objects we interact with on a daily basis, our homes are probably the most influential on the way we live our lives. In Apple’s new series Home, the creators investigate the ways that some of the world’s most imaginative dwellings help their occupants reframe the way they live and work.
In this episode, we chat with Matt Weaver and Doug Pray, who are both executive producers for the show. Matt also produced several other notable documentaries, including Chef’s Table and Jiro Dreams of Sushi. In addition to directing several episodes of the Home, Doug has directed or produced a number of documentaries including The Defiant Ones, and collaborated with Doug on the documentary Surfwise.
We’re always curious how creative folks in different industries address challenging design problems, so we asked Matt and Doug about how the subjects of Home used their own stubbornness and resilience to push their projects forward, how constraints of location and material encouraged creative solutions, and about some of the common threads they see across creative disciplines.
Takeaways:
- How the creators profiled in Home think about seeing: seeing in detail, seeing the unseen, seeing opportunity where others don’t, seeing a better way.
- How design can shape behavior by building community, connecting us to nature, and calming and shifting emotions.
- The benefits of bringing professional life into personal life, and living an intentional life.
Bios
Doug Pray is best known as a director of feature documentary films about American subcultures and maverick individuals. He has also directed short films and documentary-style commercials for a wide range of major clients and causes. He received a BA in sociology from Colorado College and an MFA from the UCLA School of Film and Television. He recently wrote, edited, and executive produced The Defiant Ones (2017), a television documentary mini-series that aired on HBO and garnered a Grammy Award and five Emmy nominations.
Matt Weaver is an executive producer of Apple’s TV series Home, and also produced many other notable documentaries such as Chef’s Table, I’ll Sleep When I’m Dead, The First Monday in May, and Jiro Dreams of Sushi.
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