Hunter Gregory: The Next Opportunity
From affiliated baseball to York and back, Hunter Gregory’s career shows why the next opportunity doesn’t always arrive on a straight path.
For the right-handed pitcher, that journey has included college baseball at Old Dominion, a draft selection by the Toronto Blue Jays, and a return to affiliated baseball with the Minnesota Twins organization after a stop with the York Revolution. Each chapter has added something to a career defined by more than one uniform.
At The J.L. Glove Company, we respect the work behind that kind of journey—the preparation that happens between appearances and the commitment it takes to keep pursuing the game.
From Old Dominion to Professional Baseball
A native of Chesapeake, Virginia, Gregory played college baseball at Old Dominion before the Toronto Blue Jays selected him in the eighth round of the 2021 MLB Draft, with the 242nd overall pick. He signed with Toronto that July and began his professional career with the Dunedin Blue Jays.
The draft marked a beginning, not a finish line.
Gregory’s development took him through Toronto’s minor-league system, including the Vancouver Canadians, Double-A New Hampshire Fisher Cats, and Triple-A Buffalo Bisons. Those assignments brought new levels of competition and opportunities to establish himself on a professional pitching staff.
Finding His Role on the Mound
Gregory worked as a starter early in his professional career before settling into a relief role. By the time he joined York in 2026, he had made 129 minor-league appearances.
His 2025 season included a 2.84 ERA and four saves across 33 appearances with Double-A New Hampshire, along with 11 appearances for Triple-A Buffalo. That followed a 2024 season in which his 43 appearances ranked third in the Eastern League.
Those numbers reveal an important part of his story: repeated opportunities to take the ball. Development is not only about reaching the next level. It is also about building a role and contributing across a full season.
A New Chapter with the York Revolution
After New Hampshire released Gregory in March 2026, he joined the York Revolution of the Atlantic League. The move opened another route forward in professional baseball.
Minnesota later acquired his contract from York. On June 3, 2026, the Twins signed Gregory to a minor-league contract and assigned him to the Double-A Wichita Wind Surge.
A change in direction had led to another affiliated opportunity.
The Next Opportunity Is Earned
Gregory elected free agency on November 2, 2026, adding another transition to his professional journey. His time in Minnesota’s organization is part of that story.
From Old Dominion to Toronto’s system, through York, and into Wichita, his path offers a reminder that there is no single route through professional baseball.
At The J.L. Glove Company, we appreciate the work that connects those chapters. The game asks players to adjust, prepare, and find a way to contribute wherever the next opportunity takes them.
Different uniforms. Different fields. The same respect for the game.
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