Wessin's first intervention in Dominican politics as an air force officer began in 1961, following the assassination of President Rafael Trujillo, a dictator.[1] Wessin, who commanded an infantry battalion at the time of Trujillo's assassination, helped Trujillo's wife and family to flee the country.[1]
During the Revolution, Wessin refused to abandon his post because he did not want the rebels, whom he accused of being pro-communist, to take over the country. This was partly why the U.S tended towards the loyalist (Wessin's forces), and not towards Francisco Caamaño, who was acting in the behalf of Juan Bosch. He later ran as a candidate in the 1970 presidential election.