Middlesex was not able to break out of their rough patch on Monday as the team picked up their eighth straight defeat. They were a single run away from ending the streak, but they lost a 2-1 heartbreaker at the hands of the Pingree Highlanders. Middlesex was not able to make up for their loss to Pingree from their previous meeting back in May of 2025.

EJ McAuliffe
| 04/27/26 @ Pingree | 2 |
| 04/15/26 @ Lawrence Academy | 2 |
| 04/08/26 vs Roxbury Latin | 2 |
Middlesex got a good showing from EJ McAuliffe, who didn't allow a single earned run and allowed only two hits over four innings pitched. McAuliffe has been consistent recently: he hasn't given up more than two hits in three consecutive appearances.
At the plate, Middlesex saw five different players step up and record at least one hit. One of them was Paul Chamberland, who went 2-for-3 with one stolen base and one double.
Middlesex's defeat dropped their record down to 2-8. As for Pingree, the victory was the fourth in a row for them, bringing their record up to 7-4.
Coming up, Middlesex is taking a road trip to take on Groton School at 3:00 p.m. on Wednesday. As for Pingree, they will challenge Bancroft at 4:30 p.m. on Wednesday.
Article generated by infoSentience based on data entered on MaxPreps