In 1999, Boyd ran unopposed for the Rivanna district seat on the Albemarle County School Board. Four years later, he opted to run for Board of Supervisors.
Board of Supervisors
In 2003, Boyd successfully ran for a seat on the Board of Supervisors, defeating Democrat Peter Hallock. He was the chairperson from 2007 to 2008. Four years later, he ran for reelection and beat Marcia Joseph by a 146 vote margin. In 2009, he told C-Ville Weekly he would not run for reelection to his Supervisor seat in 2011. Boyd originally sought the chairmanship of the Board in 2009, but withdrew his name from consideration in the face of opposition. Democrat Ann Mallek went on to win her second year as chair of the Board. Despite failing to become chair, Boyd has been described as the Board's "de facto majority leader" in the press.
Western bypass rebirth
Boyd played a central role during the June 8th, 2011 surprise vote to change Albemarle County's position on the western bypass. The project was listed as one of the most wasteful road projects in the country by Taxpayers for Common Sense and is unpopular with the public. The move was condemned in an unprecedented editorial in The Daily Progress, Charlottesville's conservative daily, stating that the actions were "disrespectful toward constituents and disdainful of best practices in public decision-making." The editorial went on to state that Boyd's actions were "appalling", an "end run around the public," whether "the bypass is the best solution for the public or not, the manner in which this step was taken is contemptuous in the extreme" and amounted to an "act of contempt for the public" as well as for "best practices of public leadership."
2011 campaign
Despite saying he did not anticipate a third run for Board during his congressional run, Boyd announced his intention to campaign for a third term on the board of supervisors in May 2011. His opponent was retired IBM vice president of Human Resources Cynthia Neff. He coasted to reelection in a campaign that revolved around his role in the Western Bypass rebirth.
Congressional run
In 2009, Boyd ran for the Republican Party nomination to challenge Democrat Tom Perriello in the upcoming election. Boyd struggled with garnering support from within the Tea Party, receiving poor ratings from local Tea Party organizations amid a crowded field. He attracted attention for his assertion that the Department of Education should be abolished, adding that the Federal Government should stay out of education. During his campaign, he received support from local colleagues from Albemarle County. Ultimately, although winning Albemarle, he came in fourth place overall, as he was defeated by then State SenatorRobert Hurt.