Ray Winstone on The Gentlemen, Gangster Etiquette, and Strictly Come Dancing

Could Romesh make a convincing gangster?

In this week's episode of The Romesh Ranganathan Show, Romesh is joined by legendary, British actor, Ray Winstone, to discuss his role as Bobby Glass in the second season of Guy Ritchie's hit Netflix series, The Gentlemen. But what does he make of the rumours Meghan Markle is joining the cast?

Ray, famous for his career playing tough guys and hardened criminals in films such as, Sexy Beast and Nil By Mouth, talks to Romesh about his acting career over the last 50 years. Plus, there's a masterclass lesson in how to play a proper gangster. Hint - he doesn't hold back criticism.

Elsewhere, Ray discusses his love of Sicily, West Ham and John Malkovich.

There's a playful game of Misquoted, a question from Shanthi, where the conversation turns to Strictly, and the importance of family.



A Ranga Bee Production in partnership with Platform Media.



Chapters

00:00 Intro

03:03 A gift for Ray

05:55 Ray doesn’t want to talk about acting

09:04 Ray’s career beginnings

11:37 Building a character

13:15 Favourite roles

15:30 Ray’s swagger and coaching Romesh

20:19 The Gentlemen

36:35 Meghan Markle rumours

37:30 Embarassing mum moments

39:14 Shanthi’s question

40:17 The changes in the industry and being a dad

43:13 Is Ray a homebody?

45:40 Turning down The Wire

47:56 On Danny Dyer

49:31 On West Ham

50:15 Ray’s Esquire culture chat

52:51 Misquoted

01:02:55 Outro
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The world’s biggest stars join Romesh for candid conversations and loads of laughs. Every Monday, Romesh Ranganathan meets actors, musicians, comedians and icons who share stories you won’t hear anywhere else, combining humour, heart and genuine insight. Expect backstage anecdotes, untold tales from the spotlight, and extraordinary insight into what makes them tick. On Thursdays, Rom’s mum Shanthi joins the show to share family stories, answer audience questions, and offer her no-nonsense take on life, proving that the funniest and most relatable conversations often happen around the kitchen table. Leave a voice note for Romesh and Shanthi by messaging +447731623355, @theromeshshow on Instagram, or emailing [email protected]. A Ranga Bee Production in Partnership with Listen.

• No. of episodes: 100
• Latest episode: 2026-09-06
• Comedy Society & Culture

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