In the 2000 general election, Devine served as a senior strategist to the Gore/Lieberman campaign and oversaw the day-to-day management of the campaign. Devine was recruited by Carter Eskew to join the campaign part-time in August 1999. In the fall of 1999 and early months of 2000, he was sent occasionally to Gore's campaign headquarters in Nashville as a trouble shooter when Gore was looking for an AFL-CIO endorsement and during the Iowa caucuses and the New Hampshire primary. In the late spring and early summer of 2000, Devine shifted into a more central role in the campaign. He was recognized not only as a "fierce campaigner", but also as a "mediator among some of the factions that developed within the Gore campaign." Upon his elevation, Devine helped put Democrats, who were nervous about Gore's success in the primary election against Bill Bradley, at ease. Devine, unlike other Gore advisers, suggested taking on Bradley by questioning his credentials as a Democrat. He also used his extensive knowledge of the Democratic party rules to help ensure Gore's victory in the primary by lobbying members of the Democratic National Committee's Rules and Bylaws Committee to disallow any primaries in the five weeks between New Hampshire and Super Tuesday. His aim was to minimize Bradley's political momentum should he win the New Hampshire primary and maximize the effect a New Hampshire loss would have. Devine was also willing to put himself in the role of the contrarian, occasionally questioning Gore's recommendations and telling him when his opinion differed.