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Kay became known to the public when he won the newcomer's competition, 'So You Think You're Funny', at the Edinburgh Festival Fringe in 1989. He then went on to be nominated for the prestigious Perrier Award in 1993. He also won the award for Best Stand-Up at the British Comedy Awards in 1994. 
Following his rise to comedic fame, Phil went on to be comedic (though not on stage) selling books in Halifax, Nova Scotia.
In April 2012, Phil's show at Aberdeen's Blue Lamp was cut short due to a completely misunderstood performance and crowd booing. He was later rebooked, making a virtue of Kay’s notoriety, billing the gig as The Meltdown Part II and actively encouraging punters to stay away. This time, the venue, Snafu, was a lot happier, posting on Facebook afterwards: ‘Phil Kay... what can I say. Absolutely stormed it at Breakneck Comedy tonight!’ 
In August 2011 and 2012 he performed sold out runs at the Edinburgh Fringe performing on Bob Slayer's Alternative Fringe. Both runs were also critically well received.
His other works on television have included Next Stop, Phil Kay (also on Channel 4), Edinburgh Nights (BBC1) and The Montreal Festival of Fun (Channel 5). In conjunction with filmmaker Archie Lauchlan, he also released "That Phil Kay Video" onto the retail market in 2000.
He has remained largely behind-the-scenes on television to date, with writing credits including Jonathan Ross's Saturday Show, Channel 4's Viva Cabaret, The Smell of Reeves and Mortimer, Sean's Show, Harry Hill's Pilot Show, and many more.