While the school produced a number of revolutionary leaders, including John Hancock and Samuel Adams, the approaching revolution split father and son. John wrote and endorsed loyalist or Tory positions, while James became aligned with the Whigs and associated growing rebel sentiment. He was chosen to give an to the town the first year after the Boston Massacre, which he delivered at the Old South Church Following the Battle of Bunker Hill on June 17, 1775, the new military Governor William Howe, ordered the arrest of likely dissidents in Boston. James Lovell was picked up in the sweep and spent nine months in the Boston Stone Jail