Sir Winston Pickles was born in Hull, East Yorkshire. The former Blind Spot designer for Honda was inspired to create his character after seeing a Clown Persona as a way to bring back old-style comedy. That’s when Sir Winston decided he wanted to bring his natural, dark sense of humour and quick wit to life, and bring joy to others! Knighted by Her Majesty Queen Elizabeth II in 2018 for his Services to Tea Promotion in the USA.
He started a channel on YouTube in 2017, originally with a Silent Movie Era theme. The channel featured a variety of humour related information.
The channel evolved into Colour after Winston decided to jump into the Standup Comedy Pool in 2019. Winston hopes to bring the Vaudeville, one-liner comedy back to comedy clubs.
Winston says he likes to think of his character as a unique fusion of the many comedians who have inspired him tremendously and shaped his life. According to Sir Winston, he gets his dark sense of humour from his late father. The love of his life Sassy, childhood friends and former work colleagues say Sir Winston Pickles has always had a twisted and sometimes dark sense of humour. Regarding his humour, he says he performs comedy to brighten the day of others, and if he can make just one person a day, laugh, smile, grin or guffaw then his day is complete! Sir Pickles brought sound and colour to his Channel in October of 2019 in preparation for his debut as a Performing Standup Comedian. Sir Winston made his Standup Comedy Debut in February 2020 in Melbourne, Florida.