Trent Grimshaw - Asst. Coach, Middlebury College
Tyler Grimshaw - Asst. Coach, Minot State University
MIDDLEBURY
PANTHERS
Head Coach
Jack Ceglarski
Asst. Coach
Trent Grimshaw
Arena
Chip Kenyon '85 Arena
Location
Middlebury, VT
FOR THE LOVE OF THE GAME
Three generations. One family. A love for hockey that runs deep. From a grandfather who put a stick in his grandson's hands, to two brothers now coaching at the college level, the Grimshaw story is about what happens when a love for the game gets passed down.
RAYMOND GRIMSHAW
Where It All Began
Raymond & young RJ on the ice ~ 1974
Every story starts somewhere. For the Grimshaws, it starts with Raymond, RJ's maternal grandfather and the man RJ is named after. Raymond put a stick in RJ's hands and got him on the ice. He shared his love for the game, and that love took root. That single moment set everything in motion.
Raymond didn't just introduce RJ to hockey. He gave him something that would define his life: a deep love for the game. RJ carried that love forward for over 25 years behind the bench, eventually passing it down to his own sons.
Three generations later, the Grimshaw name is on the bench at two college programs. The love for hockey that Raymond shared is alive and well, shaping the next generation of players. It all traces back to one grandfather and one grandson on the ice together.
RAYMOND GRIMSHAW
Where the love of the game began
RJ GRIMSHAW
25+ years sharing his love for the game
TYLER&TRENT
Carrying the love of the game to the college level
RJ GRIMSHAW
The Foundation - A Love for the Game
Before Tyler suited up for the Bucs, before Trent scored his first goal on Oswego ice, there was RJ. A hockey player himself, RJ transitioned from playing to coaching and spent more than 25 years behind the bench in Oswego, New York. He didn't just teach hockey. He shared his love for it. The early mornings, the competition, the bond between teammates.
RJ coached both Tyler and Trent through the Oswego youth hockey system, passing on the same love for the game that Raymond gave him. He was there for every early morning practice, every tournament, every milestone. The work ethic, the hockey IQ, the passion, it all came from that same place.
Now, watching both sons coach at the college level, RJ's 25+ year love affair with the game has come full circle. Today, RJ channels that same passion into his work as CEO of the AI CEO. The Grimshaw story is simple. A family that fell in love with hockey and never stopped sharing that love with the next generation.
25+
Years Coaching
2
Sons in College
Oswego
NY
1987
RJ meets Mary Ann
Two athletes cross paths
1990
RJ & Mary Ann get married
A hockey family begins
1994
Tyler Grimshaw is born
March 20, 1994
1999
Trent Grimshaw is born
March 20, 1999. Same birthday, five years apart.
MARY ANN GRIMSHAW
The Athlete - Where the Competitive Fire Comes From
Mary Ann (kneeling, 2nd from left) with the Mackerel ~ Ann Arbor, MI
Behind every great hockey family, there's usually someone who brought the competitive fire. For the Grimshaws, that's Mary Ann. A multi-sport athlete through high school, she comes from a family where athletics wasn't just encouraged. It was a way of life. Two of her sisters are in the Oswego State College Hall of Fame for soccer.
Mary Ann didn't stop competing after high school. She laced up the skates herself, playing women's hockey in a ladies league in Ann Arbor, Michigan, suiting up for the Mackerel. When your mom plays hockey too, the game isn't just something you do. It's who your family is.
The Grimshaws skating in Ottawa ~ February 2009
Tyler, Trent, Mary Ann & RJ at the 2014 NHL Winter Classic
"Two sisters in the Hall of Fame. A mom who plays hockey. The athletic DNA in this family didn't come from one side. It came from both."
2
Hall of Fame
Mackerel
Hockey Team
Athlete
Multi-Sport
March 20th
ONE BIRTHDAY. TWO BROTHERS.
Five years apart
TYLER
MARCH 20, 1994
TRENT
MARCH 20, 1999
Same day. Same fire. Born exactly five years apart on March 20th, Tyler and Trent were destined to share more than a last name. The number 320 is the Grimshaw brothers' story in three digits.
Born in Oswego, NY
March 20, 1994
Born in Oswego, NY
March 20, 1999 - exactly 5 years after Tyler
Oswego Youth Hockey
Learning the game under dad RJ's coaching. Already showing the competitive fire that would define his career.
First Steps on Ice
Following big brother Tyler onto the ice. The Grimshaw boys were rink rats from day one.
Growing up on the ice in Oswego
Oswego Bucs - Rising Star
Developing into one of the top players in the Oswego program under dad's guidance.
Oswego Youth Hockey
Coming up through the same Oswego pipeline, coached by RJ alongside his brother.
RJ coaching both boys through Oswego hockey
Oswego Bucs - Senior Season
21 PTS (8G, 13A) in 21 games. 3rd in team scoring.
21 GP | 8G | 13A | 21 PTS
Oswego Bucs - Youth Hockey
Age 12. Already scoring highlight-reel goals on the same Oswego ice as his brother.
Section III Champion
Scored the go-ahead goal in the semifinal with 34 seconds left. Bucs beat Skaneateles 5-0 in the final. Record: 16-4-1.
Syracuse Stampede (NSHL)
Two seasons of junior hockey. 79 GP, 11G, 15A, 26 PTS.
79 GP | 11G | 15A | 26 PTS
Saline High School (MI)
Moved to Michigan. 30 PTS (12G, 18A) in 23 games as a freshman.
23 GP | 12G | 18A | 30 PTS
NSHL Cup Champion
Syracuse Stampede beat Lake George 5-4 for the championship.
Adrian College (ACHA III)
Three seasons. Team-leading 23 PTS in 2015-16. B.S. Business Administration.
51 GP | 23G | 17A | 40 PTS
AAA & Junior Hockey
Compuware 15U/16U AAA, Victory Honda 16U. Developing through elite youth hockey in Michigan.
101 GP | 34G | 38A | 72 PTS
Rochester Jr. Monarchs (NCDC)
First junior hockey season. 46 games played.
46 GP | 10G | 11A | 21 PTS
Coaching Begins - Dexter HS
The love of the game found a new expression. Started coaching as assistant at Dexter High School in Michigan. Four seasons of learning to give back to the sport. The same way RJ did.
Cochrane Crunch (NOJHL)
Strong season in Northern Ontario. 37 PTS in 43 games.
43 GP | 15G | 22A | 37 PTS
Maine Nordiques (NAHL)
Led the entire NAHL in game-winning goals. Named assistant captain. Peer-nominated TPH Leadership Award. The love for the game showing up in every shift.
49 GP | 22G | 9A | 31 PTS
SUNY Oswego State Lakers (NCAA DIII)
Three seasons at his hometown university. Earned B.S. in Health & Wellness (2024).
55 GP | 10G | 18A | 28 PTS
Ann Arbor HS - Asst. Coach
Continued growing as a coach in Michigan before heading to Minot State.
Pro Hockey - SPHL
Fayetteville Marksmen and Macon Mayhem. 46 games as a professional. One last chapter as a player before stepping behind the bench.
46 GP | 17G | 8A | 25 PTS
Asst. Coach - Minot State
#1 ACHA D1 program. Minot State Beavers. 22-1-1 record. The same love for the game RJ passed down, now being shared with the next generation.
Asst. Coach - Middlebury
NCAA DIII. Middlebury Panthers. 8x National Champions. 12-6-3 record. Raymond's love for the game, three generations deep.
Both brothers step into college coaching. Sharing the love of the game at the highest level
Born in Oswego, NY
March 20, 1994
Born in Oswego, NY
March 20, 1999 - exactly 5 years after Tyler
Growing up on the ice in Oswego
Oswego Youth Hockey
Learning the game under dad RJ's coaching. Already showing the competitive fire that would define his career.
First Steps on Ice
Following big brother Tyler onto the ice. The Grimshaw boys were rink rats from day one.
RJ coaching both boys through Oswego hockey
Oswego Bucs - Rising Star
Developing into one of the top players in the Oswego program under dad's guidance.
Oswego Youth Hockey
Coming up through the same Oswego pipeline, coached by RJ alongside his brother.
Oswego Bucs - Senior Season
21 PTS (8G, 13A) in 21 games. 3rd in team scoring.
21 GP | 8G | 13A | 21 PTS
Oswego Bucs - Youth Hockey
Age 12. Already scoring highlight-reel goals on the same Oswego ice as his brother.
Section III Champion
Scored the go-ahead goal in the semifinal with 34 seconds left. Bucs beat Skaneateles 5-0 in the final. Record: 16-4-1.
Syracuse Stampede (NSHL)
Two seasons of junior hockey. 79 GP, 11G, 15A, 26 PTS.
79 GP | 11G | 15A | 26 PTS
Saline High School (MI)
Moved to Michigan. 30 PTS (12G, 18A) in 23 games as a freshman.
23 GP | 12G | 18A | 30 PTS
NSHL Cup Champion
Syracuse Stampede beat Lake George 5-4 for the championship.
Adrian College (ACHA III)
Three seasons. Team-leading 23 PTS in 2015-16. B.S. Business Administration.
51 GP | 23G | 17A | 40 PTS
AAA & Junior Hockey
Compuware 15U/16U AAA, Victory Honda 16U. Developing through elite youth hockey in Michigan.
101 GP | 34G | 38A | 72 PTS
Rochester Jr. Monarchs (NCDC)
First junior hockey season. 46 games played.
46 GP | 10G | 11A | 21 PTS
Coaching Begins - Dexter HS
The love of the game found a new expression. Started coaching as assistant at Dexter High School in Michigan. Four seasons of learning to give back to the sport. The same way RJ did.
Cochrane Crunch (NOJHL)
Strong season in Northern Ontario. 37 PTS in 43 games.
43 GP | 15G | 22A | 37 PTS
Maine Nordiques (NAHL)
Led the entire NAHL in game-winning goals. Named assistant captain. Peer-nominated TPH Leadership Award. The love for the game showing up in every shift.
49 GP | 22G | 9A | 31 PTS
SUNY Oswego State Lakers (NCAA DIII)
Three seasons at his hometown university. Earned B.S. in Health & Wellness (2024).
55 GP | 10G | 18A | 28 PTS
Ann Arbor HS - Asst. Coach
Continued growing as a coach in Michigan before heading to Minot State.
Pro Hockey - SPHL
Fayetteville Marksmen and Macon Mayhem. 46 games as a professional. One last chapter as a player before stepping behind the bench.
46 GP | 17G | 8A | 25 PTS
Both brothers step into college coaching. Sharing the love of the game at the highest level
Asst. Coach - Minot State
#1 ACHA D1 program. Minot State Beavers. 22-1-1 record. The same love for the game RJ passed down, now being shared with the next generation.
Asst. Coach - Middlebury
NCAA DIII. Middlebury Panthers. 8x National Champions. 12-6-3 record. Raymond's love for the game, three generations deep.
TYLER GRIMSHAW
PLAYING CAREER TOTALS
147
GP
46
G
44
A
90
PTS
TRENT GRIMSHAW
PLAYING CAREER TOTALS
363
GP
120
G
124
A
244
PTS
THE TEAMS
Every jersey the Grimshaws have worn or coached. Each one a chapter in the love story with the game
OSWEGO BUCCANEERS
Youth Hockey
~2000-2012
Tyler & Trent
SYRACUSE NATS
AAA Hockey
~2008-2012
Tyler & Trent
STAMPEDE
Junior Hockey
~2012-2014
Tyler
ADRIAN BULLDOGS
ACHA DIII
2014-2018
Tyler
OSWEGO STATE LAKERS
NCAA DIII
2019-2023
Trent
MAINE NORDIQUES
NAHL
~2018-2019
Trent
MIDDLEBURY PANTHERS
NCAA DIII
2025-Present
Trent (Coach)
MINOT STATE BEAVERS
ACHA DI
2024-Present
Tyler (Coach)
WHERE IT STARTED
Oswego Bucs - October 22, 2011
TRENT GRIMSHAW AT 12
Before the NAHL, before SUNY Oswego, before the SPHL, before coaching at Middlebury - a 12-year-old Trent Grimshaw scoring an incredible goal for the Oswego Bucs. The same rink where big brother Tyler won a Section III Championship.
THROUGH THE YEARS
Three generations on the ice - from Raymond's rink to the college game
RJ with his grandfather Raymond - the man who started it all
RJ suiting up for Oswego - following in Raymond's footsteps
RJ's Oswego Police youth team - Canadian rink, classic brown pads era. Raymond coaching on the right
Christmas morning in Bucs jerseys - Oswego, NY
RJ with Tyler & Trent - at the rink
RJ with the boys in their Oswego Bucs gear
For the love of the game. Mary Ann consoling Tyler (#8) after a hard-fought overtime loss
Mary Ann, RJ, Tyler & Trent skating in Ottawa - mid-winter recess 2009
Bucs win Central Section - NYSAHA 2010. RJ coaching, Tyler & Trent on the roster
Power Play International Invitational Squirt Champs - Oswego, NY 2010. RJ coaching on the left
RJ with Tyler (Oswego jersey) and Trent (red shirt) at the rink - Dec 2010
FTH squad at the ECAC tournament - RJ coaching on the far right, Tyler & Trent with medals
Bucs championship celebration - Tyler & Trent holding trophies, RJ coaching on the left
Bucs in blue - another tournament win. Tyler & Trent front and center, RJ coaching far right
Family at the rink - where it all started
Trent (#18) celebrating as a second-year squirt. RJ had this one made into a hoodie.
Trent wearing the A for Compuware with his grandparents (Mary Ann's mom and dad)
State tournament weekend. RJ's peewee team hosted states, Trent played, Tyler finished runner-up in the NYS HS Championship. Those are the memories.
Tyler with grandma - three generations of Bucs pride. She's wearing the Bucs jacket
Championship hardware - the Grimshaw way
The tan Mary Ann skating with the boys in Houston, Texas. Tyler in his Buccaneers jersey, Trent rocking the Hurricanes.
One of Tyler's biggest goals ever. Playoff run to the Section 3 Championship. Pure emotion against the glass.
Section III Division III Champions. Blonde hair, gloves off, banner up. Tyler and the boys after winning it all.
Proud mom. Mary Ann with both boys after Tyler's game-winning goal for the Oswego Buccaneers.
Tyler played a lot of roller too. #63, Grimshaw on the back. Any surface, any season.
Young Trent getting interviewed at the Campus Center ice during the Eric Cole Summer Tournament. He never would have guessed he'd come full circle and play his college hockey on that same sheet.
Tyler getting his championship trophy that same weekend. Coached by RJ Grimshaw. Trent and Eric Cole handing out the hardware.
That same weekend Tyler played for the Section 3 title, Trent won his championship. Coached by RJ. Here he is with Eric Cole.
RJ and Trent at the 2012 NYSAHA State Championship, held in Oswego. RJ's peewee team hosted, Trent played, Tyler finished runner-up in the HS championship.
One of RJ's summer Full Throttle Hockey squads. Hand-picked top-tier talent from across the region. If they entered a tournament, they won it.
End of season photo after Tyler's final year with the Stampede, before heading off to Adrian. RJ, Tyler, Mary Ann, and Trent.
Christmas Eve skate back in Oswego. RJ in the Silver Fox jersey, boys on each side. Any time he can get on the ice with them, he takes it.
Tyler, Trent, Mary Ann & RJ at the 2014 NHL Winter Classic
Trent wearing #98 for Cochrane
Mary Ann (kneeling, 2nd from left) with the Mackerel - Ann Arbor ladies hockey
Mary Ann grinning ear to ear in her gear, ready for her game. Trent on the left, ECHL star Brandon Cruz (Toledo Walleye) on the right
Mary Ann picking out new wheels at the pro shop. The hockey mom who actually plays.
New Year's Day in Toronto. The whole family in Red Wings gear for the historic Detroit vs Toronto Centennial Classic at BMO Field
Family at a Maine Nordiques game - RJ, mom, grandma, Trent (#19 with the A), and Tyler on the right
Pickup game - Oswego, Monarchs, and Irish jerseys. RJ in the Oswego blue, boys on each side
Trent's senior night at Oswego State - the whole family on the ice. Lakers green and gold, three generations strong
Tyler's squad - Minot State Beavers, #1 ACHA D1
Trent with the Middlebury Panthers coaching staff
43 PHOTOS
TRAIN WITH THE GRIMSHAWS
Looking to take your game to the next level? Tyler and Trent offer private and group skill development sessions. Reach out directly to schedule.
TYLER GRIMSHAW
Asst. Coach - Minot State | #1 ACHA D1
Section III Champion, NSHL Cup Champion, Adrian College alum. Specializes in offensive skill development, skating mechanics, and hockey IQ.
TRENT GRIMSHAW
Asst. Coach - Middlebury | NCAA DIII
Former pro (SPHL), NAHL leader in GWG, SUNY Oswego alum. Specializes in shooting, edge work, compete level, and game-situation training.
Sessions available during off-season and by appointment. Contact directly for rates and availability.