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From 1977-80 he attended the Ontario College of Art, followed by 17 years working in the Art & Photography Department of the Hospital For Sick Children in Toronto, in their art therapy program. Inspired by surrealists such as Frida Kahlo and Salvador Dalí, Caesar's experiences at the Children Hospital deeply influenced his artwork. Caesar said: "Working in a photography department in a Children's hospital is the act of chronicling everything from child abuse, re-constructive surgery, to the heroic children that deal with the hardship and challenges that life has to offer. I spent many years creating medical and research documentation, medical and technical drawings, images of huge equipment surrounding tiny premature infants and visual tools for brain-damaged children".
From 1998 to 2001 he worked as a senior animator in GVFX, Toronto, where he mastered his skills in using 3D modelling software.
Ray Caesar's work is digitally created using 3D modelling software called Maya, mastered while working in digital animation for television and film industries from 1998-2001. His portraits involve contrasting elements of childlike innocence, grotesque physical deformities, and sexual innuendos. In his creations he merges elements of decorative styles and architectural ages, mixing Art Decò, Victorian style and visual codes from the early 1900s.
According to an interview with ``Empty Lighthouse Caesar begins his process with "automatic drawing which is basically just letting your hand do first what your mind hasn't thought about." His work often contains elements which are invisible in the final render such as "old letters and photographs in lockets [that are tucked] away into drawers that are closed." According to Caesar, "I know they are there... and I love that sometimes I forget they are there." Caesar likens the virtual environment to "a dissociative fugue or very deep daydream... you can get lost in there very easily."
In 1999, Caesar received a Primetime Emmy Nomination for Outstanding Special Visual Effects for his work on Total Recall 2070, a Gemini Nomination for Special Effects  and a Monitor Award for Special Effects in a series. 
Caesar's works have been shown in several international exhibitions.
His most significant solo shows are listed below:
- 2015 - "Pretty Little Predators", Gallery House, Toronto, Canada 
- 2014 - "The Trouble With Angels", Palazzo Saluzzo Paesana, Turin, Italy 
- 2014 - "The Trouble With Angels", Dorothy Circus Gallery[circular reference], Rome, Italy 
- 2013 - "Ray Caesar", Corey Helford Gallery Retrospective Show, Culver City, LA, USA
- 2012 - "Ray Caesar", Kochxbos Gallery, Amsterdam The Netherlands
- 2011 - "A Gentle Kind Of Cruelty", Jonathan LeVine Gallery, New York, USA 
- 2011 - "Solo show", Corey Helford Gallery, LA California, USA
- 2010 - "I Sogni Di Cristallo", Mondo Bizzaro Gallery, Rome, Italy 
- 2007 - "Ipso Facto", Richard Goodall Gallery, Manchester, England 
- 2006 - "Sweet Victory", Jonathan LeVine Gallery, New York, USA 
- 2005 - "Secret Doors and Hidden Rooms", Jonathan LeVine Gallery, New York, USA 
- Ray Caesar, Art Collection, Volume 1. Mark Murphy Designs, 2008.
- Ray Caesar, Ipso Facto. Richard Goodall Gallery Exclusive, 2007.
Caesar was born in England and moved to Canada in 1967 with his family. In interviews, Caesar has revealed that he suffers from dissociative identity disorder, potentially due to witnessing traumatic events in his childhood including abuse, surgical reconstruction, and animal research. He often refers to an "alternate" named Harry, who has been present in his life as an alter ego since he was 10. According to an interview with The Globe and Mail, Harry often appears in Caesar's art disguised as a girl. "Harry is beyond anger – he enjoys it," says Caesar. "My job is to keep Harry under control."
Caesar and his Jane and live in Toronto, Canada.
- "PRESSKIT1". raycaesar.com. Retrieved 21 November 2015.
- "Ray Caesar, the Canadian artist who turned down Madonna". The Globe and Mail.
- "In The Mind of Ray Caesar". Empty Lighthouse Music & Arts Magazine.
- "Ray Caesar". Television Academy.
- "Dorothy Circus Gallery". Retrieved 21 November 2015.
- "Ray Caesar in A Magazine". jonathanlevinegallery.com. Retrieved 21 November 2015.
- "Exhibitions ‹ GALLERY HOUSE – Ray Caesar, Andre Fauteux, Gottfried Helnwein, Brian Richer, Carol Sutton, Selena Wong & Myron Zabol – Art Gallery Toronto". galleryhouse.ca. Retrieved 21 November 2015.