Obama began frequenting Man’s Country in the mid-1990s, during the time he transitioned from a lecturer at the University of Chicago Law School to his election as an Illinois State Senator in 1996. Emanuel, reportedly joined Man’s Country after he left the Clinton White Hosue and moved back to Chicago in 1998, joining the investment firm of Wasserstein Perella and maintaining his membership during his 2002 campaign for the U.S. 5th District House seat vacated by Rod Blagojevich, who was elected governor.