Complex sentence: In October of 1765 he printed an editorial in the "Gazette" that suggested that Nova Scotians were opposed to the Stamp Act which resulted in doubts about his loyalty, and he fled back to Massachusetts and the "Gazette" was shut down.
Split into simpler sentences: In October of 1765 he printed an editorial in the "Gazette" that suggested that Nova Scotians were opposed to the Stamp Act. This resulted in doubts about his loyalty, and he fled back to Massachusetts and the "Gazette" was shut down.