So, telling his '1 detention ever' story, Phil says he went to a private high school; besides of course telling everyone how amazingly high his grades were and that he was such a dedicated reader and studier.
Google says there are currently 3 private high schools in Bridgeport. Mercaz Community High School for Jewish Studies, Bridgeport International Academy established in 1997, and Kolbe Cathedral High School established in 1977.
It seems that in January someone registered Phillip Burnell as a class of 2000 alumni for Bassick High School in Bridgeport, CT and added photos to his photo gallery that are the picture of Phil in his cowboy hat used in the 'Down the Rabbit Hole' video thumbnail and another of his face just realizing the camera was on after his 'accident', they also previously seem to have added a Philip Burnell with 1 'L' as a Bassick High School alumni.
Bridgeport International Academy doesn't seem like the kind of place kids would be pelting teachers with chalk. That would leave the Catholic high school, if he actually went to a private school.