U.S. Virgin Islands or have at least one parent who was born in the U.S. Virgin Islands in order to hold office. As a guest speaker, Brady told the constitutional delegates, "For you people who were elected by a microcosm of the entire Virgin Islands to decide that for all time we cannot have in these Virgin Islands as governor somebody who was not born here, or whatever definition you use, is - to say the least - the height of arrogance." In 1982, Lt. Governor Henry Millin opted to challenge incumbent Governor Juan Francisco Luis in the gubernatorial election. Luis chose Brady as his running mate for lieutenant governor in the 1982 gubernatorial election. Luis and Brady won the election on November 2, 1982, with 11,354 votes, defeating Millin and three other candidates for governor. He served as Lt. Governor until leaving office on January 5, 1987, when he was succeeded by Derek Hodge. In 1986, Brady ran for Governor of the U.S. Virgin Islands, this time as a Republican. However, he was defeated in the election by Democrat Alexander A. Farrelly. Brady was elected as a delegate to the 1988 Republican National Convention in New Orleans. Brady opposed a move to include a constitutional amendment to ban abortions in the Republican Party's 1988 party platform explaining, "It's a personal and moral issue, and I don't believe government has any business mucking around with it." In the late 1980s, the Legislature of the Virgin Islands expelled then-Senator Kenneth Mapp from the legislature after he failed to re-register as a U.S. Virgin Islands resident after voting in a primary election in the state of Georgia. Brady represented Mapp in the court case challenging his expulsion. Brady went on to serve as a judge on the U.S. Virgin Islands Territorial Court from 1992 to 1994. The Territorial Court is now called the Virgin Islands Superior Court. By 2006, Brady, a former Democrat, had become Chairman of the Republican Party of the Virgin Islands. He was also working as a lawyer for Innovative Communications Corporation. In December 2005, Virgin Islands Superior Court Judge Edgar D. Ross retired from the bench. Governor Charles Wesley Turnbull nominated Brady to the Virgin Islands Superior Court on January 18, 2006. Brady's nomination was confirmed by the U.S. Virgin Islands Senate in an 8-3 vote in April 2006 after a series of heated and controversial confirmation hearings.