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Canadian Owen Gregg promoted to Dunedin Blue Jays
© Eric Canha-Imagn Images

Another Canadian has started his climb towards becoming a Major League Baseball player. 

Oakville, Ontario native Owen Gregg, who was signed by the Toronto Blue Jays to a minor league contract on July 22, 2024, is set to join the Single-A Dunedin Blue Jays after looking strong over two games with the Florida Coast League Blue Jays in Rookie League Ball. 

Over two games, the 22-year-old Gregg went 4-for-6 with one RBI, one walk, and one run scored. Gregg flashed his speed, stealing one base on his only attempt over his two games played. 

Gregg, a shortstop, was originally signed as an undrafted free agent in 2024 and missed the entire 2025 season due to an injury. During 2024, Gregg was the only non-drafted free agent signing to come out of high school. Speaking with Blue Jays Nation at the time, Gregg touched on what led him to pursue a professional career and sign with the Blue Jays.

“I was talking to a couple teams, and I was really interested. I was a really signable guy,” Gregg said. “The Jays provided me with a great offer and one of the best overall offers. So I feel like that’s the main reason why I decided to go with the Jays and start my pro career.”

Gregg spent his high school days playing with the FieldHouse Pirates, located in Burlington, a travel ball team that has gained a reputation for producing high-end talent, including current Miami Marlins outfielder Owen Caissie. 

Caissie put together a strong 2026 World Baseball Classic representing Canada and has started to become a regular with the Marlins at the MLB level. Through 33 games, Caissie is batting .198 with two home runs and 15 RBIs. During his interview in 2024, Gregg spoke about the impact that watching Caissie has had on him.

“When I was really young, around the Pirates organization, I got to watch Caissie and watch the process of scouts coming to see him at Fieldhouse,” explained Gregg. “It was really interesting to watch how he went about his business. I’ve been around him for a couple of years now, and it’s always good to see him when he comes back home from Arizona in the wintertime.”

For some athletes, a lost season so early in their career can stunt growth, lowering the chances of making it to the game’s highest level. For Gregg, who was 19 years old at the time, he used his time in Dunedin to get better, leaning on veterans who were also working their way through different ailments. 

“I’m 100% healthy now. I went through the whole rehab process, and honestly, it went really smoothly,” explained Gregg. “I got to learn a lot from some older guys that were in rehab, either recovering from Tommy John or other injuries. I learned a lot during that process. I got to work with a lot of special people and feel like it wasn’t just a year where I was away this season. I still got better, still got to get my reps in and learned a lot from all the guys that were in there and older and had more experience than me.”

While Gregg remains a ways away from helping the big league Blue Jays, he has started the climb to hopefully one day suit up for the team he grew up cheering on, and in the process, grow the list of Canadian-born players that suit up for MLB’s lone Canadian franchise. 

This article first appeared on Bluejaysnation and was syndicated with permission.

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