Ray began his dog obedience career when he was a teenager in Britain. He trained with the most knowledgeable and successful dog experts in the world. His first obedience dog was an Afghan called "Tanya" with whom he won many high in trials and conformation championships. Over the years, Ray has had much success in competitive obedience training, the most memorable being his participation at Crufts which is the most prestigious dog show in the world. As well as "Tanya" the Afghan, Ray has personally owned and trained a variety of breeds of dogs such as a Sheltie named "Stevie", a Belgian Malinois named "Flash", a Border Collie named "Merlin", a Golden Retriever named "Rhythm" and more. Ray immigrated to Canada 30 years ago where he opened "Underwood's Dog Obedience". He has since competed himself and has trained others in Obedience, French Ring Sport, Protection, Musical Freestyle, Service Dogs and more. He has received top scores and accolades in all areas. Ray is especially gifted in helping dogs with severe behavioral issues.
As well as his business in the Lower Mainland, Ray is often requested to teach and judge in other areas of Canada, the United States and around the world. He is in high demand to provide training and expertise in a wide array of canine training methods.
He most recently received the "Top Trainer of the Year Award" in 2015 and 2016 for the World Canine Freestyle Organization. 
Ray Underwood & Magic's audition was not televised. At least three judges said "Yes," sending the duo to Judge Cuts.
Ray Underwood & Magic's Judge Cuts performance in Episode 1409 consisted of Magic dancing along with Ray. Their performance was not strong enough to advance to the Quarterfinals eliminating them from the competition along with Nicholas Wallace and Patrizio Ratto.