Bryce Larkin had been Chuck Bartowski's roommate at Stanford when they were both going there in the early 2000s. Although they lost touch over the years, Chuck thought that maybe Bryce had become an accountant.....
In fact, Bryce Larkin had been a spy who had gone rogue. Before he died, Bryce downloaded all of the government's secrets into Chuck's brain via a powerful email.
To get into Stanford, it probably helped if Bryce had excelled at a prestigious high school back in Connecticut. This is why I think it's pozz'ble, just pozz'ble that Bryce went to school at the Chilton Academy, not far from Hartford.
Therefore, just as a suggestion, mind you, but until proven otherwise by the writers of 'Chuck' in some upcoming episode, I'm declaring the late Bryce Larkin to have been a Chilton Preparatory Academy alumnus.