Best Man
Meet Gary's Best Man – Chris Chris and Gary go way back — all the way to Grade 7, when Gary moved to Caledon, Ontario. As the new kid in town, Gary quickly found a friend in Chris, known for his quick wit and legendary one-liners that kept everyone laughing. But Chris's friendship ran much deeper than humour: during a very difficult time for Gary's family, he and his parents quietly stepped in with unwavering support while Gary’s mum was in hospital. After she passed, Chris became like a brother — looking out for Gary through high school, college, university, and well beyond. Over the years, their friendship has taken them on countless adventures: annual camping trips, yurt stays, houseboats, and most recently, international holidays to the Dominican Republic, Nashville, Florida, and Puerto Rico. When Gary moved to the UK, Chris didn’t miss a beat — visiting Meadow Barn in the first year and getting to know Rory. He’s been a constant, loyal, hilarious presence through it all — so naturally, he’s the best man!
Best Woman
Meet Rachel – Gary’s Best Woman Rachel has been there from the very beginning — Gary’s oldest and dearest friend. Their mums were best friends, and over the years they’ve shared countless memories: growing up side by side, living together as families, and later as roommates. No matter where Gary’s adventures took him, he always returned to Rachel’s to feel at home. Through all of life’s milestones, Rachel has been there to listen, laugh, and, of course, share thousands of delicious meals. Gary has always looked up to Rachel, and her sister Rebecca, as the sisters he never had — a constant source of support, love, and family.
Groomswoman
Meet Groomswoman Heather Heather is the East Coast family friend everyone needs! Gary met her through her best friend Rachel, and together the unstoppable duo went on to open their beloved brunch spot, Emma’s Country Kitchen, in Toronto. Over the years, Gary has cheered them on as they built a thriving business and beautiful families. Whether popping in for a meal at the restaurant, crashing in the spare room, or catching up over the phone, Heather’s warmth, humour, and down-to-earth nature have always made Gary feel right at home. When Rory came into Gary’s life, he quickly appreciated Heather’s charm — and together, we’re so grateful to have her by our side on our wedding day.
Groomsman
Meet Groomsman Dan Gary first met Dan through Dan’s wife, Ashleigh, shortly after college. At the time, Gary had given his mum’s horse to Ashleigh on the condition he could visit now and then — what he didn’t know was that Ash and Dan would soon become lifelong friends. Dan and Ash have always been welcoming, generous, and supportive — from trail rides through the countryside to relaxing at family cottages, from lending Gary vehicles between his travels to selling him the best SUV deal he’ll ever get. Over the years, Gary has watched them build a beautiful life together and become wonderful parents. When Rory came into the picture, they embraced him without hesitation, folding him into all their adventures as though he’d always been there.