How To Fail With Elizabeth Day· Staffel 20· Folge 185

Sir Paul Smith - ‘People In Fashion Are Insecure’

Mittwoch, 23. September 2026 · 52 min

MP3

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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