Billy Connolly

Born: Glasgow
Lives and works: Florida, USA
Awards: CBE (2003), BAFTA Scotland (2012), Freedom of Glasgow (2010), Knight Batchelor (2017)
Exhibitions: Castle Fine Art (2022), Castle Fine Art (2019), People's Palace (2015)
“Drawing has given me a new lease of life. I managed to get pictures together and people like them, which surprises me and amazes and delights me.”

Billy Connolly | Born On A Rainy Day | 2023

Billy's highly-collectible Born On A Rainy Day series of limited edition prints and stainless steel sculptures is as humorous as his own comedy, with elements of his own life unexpectedly appearing throughout. Featured by The Times and documentaries including Billy Connolly: It's Been a Pleasure, his minimalist drawings have been described as 'poignant', 'funny' and 'enigmatic' by critics. The latest release of his witty works is available here


After working as a welder in Glaswegian shipyards in the 1960s, Billy became a folk singer and comedian. He has also appeared in over 50 films, including The Hobbit: The Battle Of The Five Armies (2014), Lemony Snicket’s A Series of Unfortunate Events (2004), The Last Samurai (2003), Mrs. Brown (1997) and Indecent Proposal (1993). 

It was on a rainy day in 2007 that Billy first put pen to paper. Taking refuge from the grey drizzle of Montreal, Canada, he entered an art shop with a twinkling curiosity and left with an armful of supplies and the urge to create. Back in his hotel room, his felt-tips and sketchbook formed a portal for his imagination, and over the next five years his drawings evolved into his debut fine art collection, Born On A Rainy Day, which launched in 2012. 

Explaining his flexible approach, Billy says: “It’s lovely, the way people think you do it. People think I paint or draw things on purpose. I don’t, I just draw. And then as it goes on, it becomes obvious what it’s going to be (to me). And then I can think about it along those lines: a horse, a man or a balloon. That’s when I name it – at the end."  

Billy's art has been likened to the cave paintings of the Aurignacian period (40,000-25,000 BC), which are characterised by their linear, one-dimensional approach. Charmingly simplistic, his faceless figures possess an extraordinary self-awareness and humanity. Devoid of emotion or expression, their anonymity opens them up to individual interpretation, creating a unique bond with the viewer. In 2020, he released his first sculpture, followed by two more in 2021. 

An admirer of artists like René Magritte and David Hockney, Billy has made an impact on the art world beyond his own creations. In 2017, the newly knighted Sir Billy Connolly was immortalised in three 50ft murals in his hometown of Glasgow to celebrate his 75th birthday, with his infamous ‘banana boots’ later displayed at the People’s Palace. 

In December 2020, following his retirement from stand-up comedy, he starred in the ITV documentary Billy Connolly: It's Been a Pleasure, in which he detailed what his art means to him. After winning the Lifetime Achievement Award at the Edinburgh TV Festival, in September 2021, Billy was immortalised in LEGO® bricks for a series of limited edition minifigures. The five ‘Wee Big Yins’ – comprising the Musician Yin, the Funny Yin, the Biker Yin, the Actor Yin and the Artist Yin – represent Billy’s different career stages, with all proceeds going towards Glasgow Children’s Hospital Charity. Billy described it as a highlight of his career, adding: “To be a Lego man is amazing.”

In October 2021, he released his first autobiography, Windswept & Interesting. The Waterstones Exclusive Edition features his new 'Teddy Boy' inspired graphic, which depicts a stylish musician with maracas. His Christmas collection was released in November 2021. In March 2022, he released the eighth instalment of Born On A Rainy Day. 

Shop available artworks from Billy Connolly here

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Inside the world of Billy Connolly

Now living in Florida, Billy creates art in his home studio. In recent years, he has embraced colour, adding: “There’s more colour in the collection than before. I was looking at the drawings and sometimes they were crying out for colour and I didn’t know why. It was a kind of question. So I put it off for ages and then started to dribble a little colour in. And once you’ve put it in, you’re kind of stuck with it – you have to put other colours in. It ended up different from the way it started out – it had a totally different attitude to it.

“Colour is weird. A little goes a long way, and if you go too far, it looks like a children’s drawing – not that there’s anything wrong with children’s drawings, they’re delightful – but it takes away the melancholy. I like the melancholy in the drawings. I don’t know sometimes what the melancholy is drawing on, or what it’s about. The colour tends to cheer it up and then make it a big exposure. So I don’t know quite what it’s about, but I’m enjoying doing it.”  

Billy has also explored sculptures, with five designs now under his belt. Created from Billy's original drawings, they were cast in metal to reflect his past as a welder in the Glaswegian shipyards, and each sculpture features a cast of Billy's signature to signify his approval throughout the design process. The original sculptures were created in clay, with Billy's detailed lines and patterns recreated by a specialist atelier team before being cast in stainless steel. The effects of light and shade, also known as chiaroscuro, are highlighted by the ridges and the reflection of light.

For behind-the-scenes videos of Billy and a sneak peek at his home, head over to our YouTube channel here


From the blog

Give the unique gift of art this Christmas - our expert gift guide for everyone!

Shop incredible art Christmas gifts for everyone! Browse our carefully curated collection of art which makes a thoughtful gift which they'll enjoy all year round.

Billy Connolly takes to the road with new sculpture and limited editions!

The irrepressible Billy Connolly brings more witty works to Castle Fine Art; sculptures ‘Direction’ and ‘Two for the Road’ and a limited edition ‘Two for the Road – Rambling Man Edition’ giclée.

Magazines and brochures

Billy Connolly | Born On A Rainy Day (Summer 2023)

Bringing back his iconic style for a brand new series of characters, Billy Connolly presents the latest instalment of his 'Born On A Rainy Day' series! Returning to his roots, the Big Yin shares four brand new limited edition graphics in his signature monochrome colour palette.

Billy Connolly | Born On A Rainy Day (2023)

Inspired by his own personal experiences, the highly anticipated continuation of his iconic collection sees Billy experiment with a new selection of comedic characters and colour palettes.

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