
How To Fail With Elizabeth Day· Staffel 20· Folge 185
Sir Paul Smith - ‘People In Fashion Are Insecure’
Mittwoch, 23. September 2026 · 52 min
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Shownotes
Sir Paul Smith is one of Britain’s most iconic fashion designers, renowned for his sharp tailoring and his sartorial flair. His clothes have an innate sense of mischief: brightly coloured linings, unexpected stripes and a determination never to take themselves too seriously. His devoted clients include Gary Oldman, Bill Nighy and Matty Healy, who wore a Paul Smith suit for his recent wedding.
Behind the stripes and the suits is a man with a simple life philosophy: stay humble, work hard, be kind. On this episode we talk about the cycling accident that set him on a path to fashion and how he’s kept his global business independent for 56 years. Plus, the secret to a long marriage, what tailoring teaches him about people’s insecurities - and why he wore a suit every day during the Covid lockdowns.
IN THIS EPISODE:
Intro
Tailoring for Everyone
The Pink Wall Story
Stripes and Reinvention
Turning 80
Cycling Freedom and Family
Crash That Changed Everything
Pauline Sets The Standard
Keeping Love And Work Balanced
Step Parenting And Playfulness
The Trap Of Comparison
Brexit COVID And Staying Independent
Choosing The Right Collaborations
Believing Your Own Hype
Creativity Legacy And Farewell
💬 QUOTES TO REMEMBER:
Pauline [my wife] set the standard - it’s been very important for longevity.
A successful relationship is about balance. Knowing when to talk, when to listen… and have both feet on the ground.
The danger is losing your focus, and worrying too much about ‘them’.
🔗 LINKS + MENTIONS:
Sir Paul Smith’s Memoir ‘Threads’ is available to buy now: www.paulsmith.com/uk/threads-by-sir-paul-smith-special-edition-book
Join the How To Fail community: www.howtofail.supportingcast.fm/#content
Elizabeth’s Substack: www.theelizabethday.substack.com
📚 WANT MORE?
Edward Enninful - swap.fm/l/NOAt5NDZeBTgX6qZUWpB
Bella Freud - swap.fm/l/mQntNELQPRhZ9CjFQO77
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Production & Post Production Coordinator: Eric Ryan
Engineer: Matias Torres
Assistant Producer: Shania Manderson
Senior Producer: Hannah Talbot
Executive Producer: Alex Lawless
How to Fail is an Elizabeth Day and Sony Music Entertainment Production.
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