Born in Queensland in 1977, McGregor graduated with a Bachelor of Fine Art (Honours) from Victorian College of the Arts in 2007. Well known for his use of the everyday biro pen on paper, McGregor’s practice extends to the multiple mediums of oil on canvas, video and sculpture.  
The human figures presented in his work are derived from both factual and fictitious realms, drawing upon familial stories as an impetus to create characters that characterise questionable ideals of masculinity. The elements of the fantastical and the real combine to create works of a surreal quality that also exist as a record of time through the use of mediums that reveal the process of the work’s creation.
McGregor has exhibited nationally and internationally. Recent group shows include Like, Casula Powerhouse (2012), New Psychedelia, The University of Queensland Art Museum, Brisbane (2011), The Bic Show, The White Gallery, Milan, Italy (2010), Freehand: Recent Australian Drawing, Museum of Contemporary Art, Sydney (2010), Too Much of Me: 7 Paths through the Absurd, (with detour)*, Monash University Museum of Art, Melbourne (2009) and I walk the Line, Museum of Contemporary Art, Sydney (2009). In 2009 he was awarded an Australia Council for the Arts Emerging Artist New Work Grant and the winner of the Qantas Foundation Encouragement of Australian Contemporary Art Award. In 2008 he won the prestigious Robert Jacks Drawing Prize at the Bendigo Regional Art Gallery.