James P. Hoffa more than $750,000 in union assets had been used in Carey's 1996 reelection campaign. During the 1998 election Tom Leedham, then-director of the Teamsters Warehouse Division, campaigned against James P. Hoffa. Campaigning to unite the union, Hoffa won the election. After having lost narrowly in 1996 to Ron Carey, Hoffa's new role as president was considered by Teamster members as a chance to rebuild the union. Hoffa was re-elected in 2001, 2006, 2011 and 2016 to five-year terms. "The first big test of the Hoffa administration" was the ratification in June 1999, of a four-year contract covering 13,000 carhaul members
James P. Hoffa pension, health and welfare benefits. "We…have negotiated an agreement that will greatly benefit our members at U.P.S. as well as Teamster members in other industries covered by pension and health and welfare funds." Teamster freight members ratified a new, National Master Freight Agreement (NMFA) in February, 2008. Covering 60,000 workers at YRC Worldwide, Yellow Transportation, Roadway and regional units at USF Holland and New Penn Motor Express. On February 20, 2008, Hoffa became the first major union leader to endorse Senator Barack Obama (D-IL) in his bid for President of the United States. Hoffa campaigned in major states for Obama