In 1737, Oliver entered politics and won election as Boston's town auditor. He held many other local offices, and became a leader of the Hutchinson-Oliver faction, which dominated politics in colonial Massachusetts. He was elected to the provincial assembly in 1742 and in 1755 was appointed provincial secretary by Acting Governor
Spencer Phips. In 1765, Oliver was commissioned to administer the unpopular
Stamp Act in Massachusetts. He was privately against the act but told people that he was in favor of it, which led colonists to rise against him. On August 14, he was hanged in
effigy from Boston's
Liberty Tree in a protest organized by the
Loyal Nine, a precursor to the
Sons of Liberty. That night, his house and offices were ransacked by an angry crowd. On August 17, he was compelled to publicly resign his commission. On December 17, the Sons of Liberty again forced him to swear publicly that he would never act as stamp distributor. ==Later career==