McGregor, a two-year contributor on a very talented St. Anthony’s team in the NYCHSFL will transfer and reclassify to Choate Rosemary Hall in Connecticut. Choate Rosemary Hall has been a perennial powerhouse in New England the past several years and McGregor will add to an already impressive offensive line that projects to have multiple division one talents with McGregor in the fold this fall.

McGregor followed up a good sophomore year with a stellar junior season. He continues to prove that he has some of the best feet out of any offensive lineman in the state. He has amazing patience and was a force in both pass protection and run blocking. He’ll be the leader of the Friars line next season which returns a good amount of talent.

A breakout junior year is in store for the talented offensive lineman. This past offseason McGregor made a serious argument for having the best footwork out of any offensive lineman in the entire catholic league. And now with varsity experience, McGregor will take a leadership role and have a great season with a tremendous offensive line unit.

Everywhere he goes, the St Anthony’s product seems to impress. His technique and footwork standout. He was one of the more polished offensive lineman and had some of the best feet. He was the only player in this pod to give Sebastian Regis Sebastian Regis 6'1" | 280 lbs | DL East Islip | 2024 State NY any sort of trouble. He moved very well and was able to get his hands in the right places to control his defender and he let his strength do the rest. McGregor proved that he is a good matchup for all sorts of defensive lineman.

Already off to a terrific start to the offseason, McGregor is a player that could make a serious name for himself by the end of the summer. He will be a force in 1v1 reps thanks to his elite footwork. Smaller defensive lineman who utilize their agility and speed will have a tough time with Mcgregor. He has quick feet and is one of the stronger lineman in this class. It was his first year on Varsity as a sophomore in the toughest league in New York, he made tons of strides throughout the year and the development is only going to continue. His high motor is always something that sticks out and it will show this summer. His junior year will feature some matchups with some of the best defensive lineman in the Northeast.

Matthew McGregor Matthew McGregor 6'3" | 285 lbs | OL Choate | 2026 State New E was consistent as a blocker and did a fantastic job of being competitive with every rep. Several talented defensive linemen outnumbered the OL, meaning OL was getting nearly double the reps. By the end of 1v1s and drills, McGregor was one of the only blockers who did not seem to slow down. He was winning most of his reps, and he was competing through the whistle and always fighting for better positioning in the reps where he did not dominate. McGregor also had some of the best footwork we saw at camp and did an excellent job of utilizing his lower half to get into a great position.

Twitter: https://twitter.com/MattMcGregor75rnHudl: https://www.hudl.com/profile/18306217/Matthew-Mcgregor

One of the more slightly built linemen at Saturday’s showcase was the 6’3″ 270lb Matthew McGregor Matthew McGregor 6'3" | 285 lbs | OL Choate | 2026 State New E . McGregor showed quick feet throughout every drill he competed in. Because of this, he was rarely out of position and protected his adjacent gap. When coming off of double teams he would stab his off-arm out, creating space and putting an obstacle up for defenders to compete with. In a zone scheme this allows him to react to whether the defender is fighting over or under his block to try to make the play, allowing McGregor to match up with him accordingly. An area of growth would be to continue working his hands when driving. Fighting for inside leverage and controlling the chest plate will help McGregor maintain control of defenders.

Matthew McGregor Matthew McGregor 6'3" | 285 lbs | OL Choate | 2026 State New E is not a full-time starter for St. Anthonys but he does get a fair amount of reps for the #1 team in New York State. McGregor has great positional versatility and has had reps at tackle and guard throughout the season. McGregor does a really solid job of getting to the second level on run plays and does a good job of coming off double teams to take on other defenders. McGregor could improve his raw strength and be more of a mauler as a young blocker but as only a sophomore McGregor is succeeding against some of the top lineman in the top league in New York. McGregor does a solid job in pass protection and has a strong base. Once he gets his hands on a defender they struggle to get away from McGregor. Lot’s of potential for McGregor who is arguably one of the best prospects in the NYCHSFL.