Session 1 Entertainment has a reputable history that dates back more than a decade. We take pride in every event that we do whether it is a private or public affair. Session 1 Entertainment is in the business for the love of music; not for fame. We have been recognized both locally and internationally gaining the respect and credibility from numerous veterans in the industry. We are happy to provide our services to you and will do our best to make your event a memorable one.

“If music be the food of love, play on” ~William Shakespeare

Session 1 Entertainment was established in 2001 by Robin "Shy" Hosein (Shy D'Outlaw). Session 1 Entertainment was founded on household, local and international influences, and most of all, on a passion and love for music. Here at Session 1 Entertainment music is not just a business, but a lifestyle.

Shy D'Outlaw’s musical beginnings started at the age of eight when his father, now a retired DJ/Entertainer (De Outlaws), taught him the fundamentals of being a DJ. Over time he began to piece things together, till eventually music became a place of Zen and peace for this budding DJ. With the support of his family, Shy D'Outlaw’s growing talents eventually gained him the recognition and admiration of friends and even strangers. With this newly found passion Shy D'Outlaw decided he wanted to do more than just play music, he wanted to entertain and that he did and continues to do. Starting out as a DJ in his hometown of Toronto, Canada Shy D'Outlaw’s talent and drive to entertain have awarded him recognition in places all over North America, the United Kingdom and the Caribbean.

“There is a time in our lives when we all dream of fame and fortune, however this is not my goal. When I play music, my hope is to create a unique, enjoyable and unforgettable experience for our clients. This is the core value behind all that we do. When you choose Session 1 Entertainment you can expect nothing less than having your wildest dreams turned into a reality!” 

~ Shy D'Outlaw


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